18/10/2022 - Page 10 of 11 - Indole Building Blocks

Misra, A. K.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2001 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Electric Literature of C22H25NO9SThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Electric Literature of C22H25NO9SOn October 22, 2001 ,《Efficient synthesis of lactosaminylated core-2 O-glycans》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Misra, A. K.; Fukuda, M.; Hindsgaul, O.. The article contains the following contents:

A series of lactosaminylated oligosaccharides found in mucin type O-glycans was synthesized using a generalized block strategy. The synthesis involved the addition of a protected lactosamine donor to a partially protected T-disaccharide derivative The nonreducing galactose residues of the deblocked oligosaccharide products could be removed by β-galactosidase from jack bean to produce the corresponding GlcNAc terminated compounds A series of tri- to hexasaccharides was thus efficiently produced. In addition to this study using Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside, there are many other studies that have used Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Electric Literature of C22H25NO9S) was used in this study.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Chery, Florence’s team published research in European Journal of Organic Chemistry in 2002 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Chery, Florence; Cassel, Stephanie; Wessel, Hans Peter; Rollin, Patrick published an article on January 31 ,2002. The article was titled 《Synthesis of anomeric sulfimides and their use as a new family of glycosyl donors》, and you may find the article in European Journal of Organic Chemistry.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside The information in the text is summarized as follows:

We introduce a convenient synthesis of anomeric sulfimides, the ability of which to act as glycosyl donors has been tested with various thiophilic reagents and acceptors. The experimental process involved the reaction of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Peters, J. L.’s team published research in NATO ASI Series, Series H: Cell Biology in 1991 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Product Details of 99409-32-2They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

In 1991,NATO ASI Series, Series H: Cell Biology included an article by Peters, J. L.; Wesselius, J. C.; Georghiou, K. C.; Kendrick, R. E.; Van Tuinen, A.; Koornneef, M.. Product Details of 99409-32-2. The article was titled 《The physiology of photomorphogenetic tomato mutants》. The information in the text is summarized as follows:

A review with 37 references Photomorphogenesis of higher plants is a complex process resulting from the co-action of at least 3 different photoreceptors: phytochrome, a blue light (B)/UV-A photoreceptor (cryptochrome) and a UV-B photoreceptor. The existence of multiple photoreceptor types, e.g. type I (PI) or light-labile phytochrome and type II (PII) or light-stable phytochrome, adds to the complexity. The assignment of specific functions to the distinct mol. species of the photoreceptor is therefore being studied with the aid of photomorphogenetic mutants in which certain parts of the morphogenetic pathway are eliminated or altered. The relevance of the changed part in the mutant is directly indicated by its difference in response compared to its isogenic wild type. Mutants can be found (isolated) from natural populations or varieties (cultivars) or more efficiently after mutagenic treatment: using e.g. chems., irradiation; somaclonal variation; transposon insertion; transformation; introduction of antisense RNA. Photomorphogenetic mutants can be divided into three groups: photoreceptor mutants, lacking the photoreceptor or containing a modified photoreceptor which is non-functional; transduction chain mutants and response mutants. The first two will be pleiotropic for all responses regulated by the photoreceptor, while the latter are modified with respect to particular responses. Tomato (Lycospersicon esculentum) has several features which make it suitable for genetic anal. It is widely studied since it is a crop species of economic importance and many mutants are available. In addition it has a relatively small genome, is diploid with 12 chromosomes, is self pollinating, individual plants producing a large number (≈2000) of relatively large seeds which result in seedlings suitable for physiol. anal. and it is amenable for Agrobacterium-mediated transformation. Mutants of tomato which are important for the study of photomorphogenesis are discussed. In the experiment, the researchers used Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Product Details of 99409-32-2)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Product Details of 99409-32-2They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Struve, Daniel K.’s team published research in Canadian Journal of Forest Research in 1986 | CAS: 60096-23-3

Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3) is auxin-family plant hormone, and is thought to be a precursor of indole-3-acetic acid (IAA) the most abundant and the basic auxin natively occurring and functioning in plants. IAA generates the majority of auxin effects in intact plants, and is the most potent native auxin.COA of Formula: C12H12KNO2

Struve, Daniel K.; Arnold, Michael A. published an article in Canadian Journal of Forest Research. The title of the article was 《Aryl esters of indolebutyric acid increase root regeneration in 3-0 red oak seedlings》.COA of Formula: C12H12KNO2 The author mentioned the following in the article:

Dormant 3-0 red oak seedlings (Quercus rubra) were given a 3-s basal dip in 20 mM solutions of indole-3-butyric acid (IBA) [133-32-4], the K salt of IBA (K-IBA) [60096-23-3], N-phenyl indolyl-3-butyramide (NP-IBA) [104055-89-2], phenyl indole-3-thiolobutyrate (P-ITB) [85977-73-7], or phenyl indolyl-3-butyrate (P-IBA) [72218-92-9]. Seedlings dipped in water or 95% EtOH served as controls. Fifty-six days after treatment, seedlings treated with NP-IBA and P-ITB regenerated ≥3-fold more roots (48.7 and 40.0 roots, resp.) than did EtOH-treated control seedlings, which regenerated 14.3 roots. Seedlings treated with P-IBA regenerated 26 roots per seedling. Seedlings treated with NP-IBA and P-ITB had smaller leaves than IBA- and K-IBA treated seedlings. NP-IBA treated seedlings had more leaves than IBA- or K-IBA treated seedlings (155.3 vs. 59 and 53.3, resp.), but had similar leaf surface area. P-ITB-treated seedlings had similar numbers of leaves as IBA- and K-IBA-treated seedlings, but leaves were smaller in size, resulting in less total leaf area. P-IBA-treated seedlings had the greatest total leaf surface area, 1509 cm2; water- and EtOH-treated seedlings had total leaf surface areas of 1271 and 866 cm2, resp. In the experiment, the researchers used many compounds, for example, Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3COA of Formula: C12H12KNO2)

Ma, Qiao’s team published research in International Biodeterioration & Biodegradation in 2019 | CAS: 120-72-9

1H-Indole(cas: 120-72-9) belongs to indole. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Category: indole-building-block

Category: indole-building-blockIn 2019 ,《Identification and functional study of an iif2 gene cluster for indole degradation in Burkholderia sp. IDO3》 was published in International Biodeterioration & Biodegradation. The article was written by Ma, Qiao; Yang, Bingyu; Qu, Hui; Gao, Zhen; Qu, Yuanyuan; Sun, Yeqing. The article contains the following contents:

Burkholderia sp. IDO3 is an indole-degrading bacterium isolated from activated sludge. A previous genomic clone library assay identified an iif1 gene cluster for indole metabolism in strain IDO3. To further explore the underlying indole degradation mechanisms, the complete genome of strain IDO3 was sequenced (8,003,806 bp). The genome contained three circular chromosomes and one plasmid, and 7550 genes were predicted. Interestingly, in addition to iif1 on chromosome 3, bioinformatic analyses identified a second indole oxygenase gene cluster, iif2, on chromosome 1. Both iif clusters were up-regulated in response to indole. Heterologous expression of iifC1D1 and iifC2D2 in Escherichia coli BL21(DE3) demonstrated that these genes were capable of oxidizing indole to indigo. Gene knockout assays provided addnl. evidence that iifC2 played crucial roles in indole metabolism In addition, we identified a novel gene (iifF) in the iif2 cluster. This gene was shown to encode an isatin hydrolase. IifF was expressed in E. coli, and a purified his-tagged enzyme preparation was obtained. IifF converted isatin to isatinate with Km of 4.4 ± 0.7μM and kcat of 95.5 ± 4 s-1. This is the first study to show that indole can be degraded by two iif gene clusters, and that isatin hydrolase is involved in indole metabolism, improving our understanding of indole metabolic processes. The results came from multiple reactions, including the reaction of 1H-Indole(cas: 120-72-9Category: indole-building-block)

Owa, Takashi’s team published research in Bioorganic & Medicinal Chemistry Letters in 2000 | CAS: 292636-12-5

4-Chloro-1H-indol-7-amine(cas: 292636-12-5) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Name: 4-Chloro-1H-indol-7-amine

Name: 4-Chloro-1H-indol-7-amineOn June 5, 2000, Owa, Takashi; Okauchi, Tatsuo; Yoshimatsu, Kentaro; Sugi, Naoko Hata; Ozawa, Yoichi; Nagasu, Takeshi; Koyanagi, Nozomu; Okabe, Tadashi; Kitoh, Kyosuke; Yoshino, Hiroshi published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《A focused compound library of novel N-(7-indolyl)benzenesulfonamides for the discovery of potent cell cycle inhibitors》. The article mentions the following:

A series of compounds containing an N-(7-indolyl)benzenesulfonamide pharmacophore, e.g. I, was synthesized and evaluated as a potential antitumor agent. Cell cycle anal. with P388 murine leukemia cells revealed that there were two different classes of potent cell cycle inhibitors; one disrupted mitosis and the other caused G1 accumulation. The structure-activity relationships of the substituent patterns on this pharmacophore template are described. In the experimental materials used by the author, we found 4-Chloro-1H-indol-7-amine(cas: 292636-12-5Name: 4-Chloro-1H-indol-7-amine)

Dirr, Michael A.’s team published research in Journal of Environmental Horticulture in 1989 | CAS: 60096-23-3

Dirr, Michael A. published their research in Journal of Environmental Horticulture on December 31 ,1989. The article was titled 《Rooting response of Photinia × fraseri dress ‘Birmingham’ to 25 carrier and carrier plus IBA formulations》.HPLC of Formula: 60096-23-3 The article contains the following contents:

Twenty-five carriers (solvents) either sep. or in combination with IBA were tested for effectiveness in promoting rooting of Photinia × fraseri Birmingham, Fraser photinia. Maximum rooting percentages, root numbers and lengths resulted from carrier plus IBA solutions, although 85% ethanol produced 87% rooting. IBA plus 95 and 50% ethanol, 20 and 10% polyethylene glycol (PEG), 20 and 1% DMSO (DMSO) produced the highest rooting percentages, root numbers and lengths. K-IBA and water was largely ineffective, suggesting that carriers enhanced the effect of the K-IBA. Twenty percent formulations of PEG, DMSO, and N,N-dimethylformamide (DMF) without IBA improved rooting response compared to 10 and 1% concentrations The lack of effectiveness of K-IBA and water, and the relative effectiveness of higher rates of PEG, DMSO, and DMF without IBA suggest that carriers may have a significant effect of rooting with or without IBA. The experimental process involved the reaction of Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3HPLC of Formula: 60096-23-3)

Liu, Xiao Gao’s team published research in Bioorganic & Medicinal Chemistry Letters in 1994 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Safety of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Liu, Xiao Gao; Jain, Rakesh K.; Saha, Raj; Matta, Khushi L. published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Synthesis of Gal-β-(1→4)-6-O-SO3Na-GlcNAc-β-(1→6)-Man-α-OR as a part of glycoprotein (gp) 120》.Safety of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside The author mentioned the following in the article:

The synthesis of Gal-β-(1→4)-6-O-SO2Na-GlcNAc-β-(1→6)-Man-α-OR (as a part of gp 120) containing an anomeric p-nitrophenyl group was accomplished via stereoselective glycosidation of Et 3,4,6-tri-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside. Title oligosaccharide can act as acceptor of α-2,3-sialyltransferase to give NeuAcα-(2→3)-Gal-β-(1→4)-6-O-SO2Na-GlcNAc-β-(1→6)-Man-α-OR which occurs as a part of gp 120. In the part of experimental materials, we found many familiar compounds, such as Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Safety of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Safety of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

Silwanis, Basim Azmy’s team published research in Journal of Carbohydrate Chemistry in 1991 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Silwanis, Basim Azmy; El-Sokkary, Ramadan I.; Nashed, Mina A.; Paulsen, Hans published their research in Journal of Carbohydrate Chemistry on December 31 ,1991. The article was titled 《A comparison in the efficiency of six standard 2-amino-2-deoxyglucosyl donors for the synthesis of (2-deoxy-2-phthalimido-β-D-glucopyranosyl) (1→4)-β-D-glucopyranosides》.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside The article contains the following contents:

A systematic study is presented for the most common methods used for the preparation of the disaccharide benzyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1→4)-3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside from standard 2-amino-2-deoxyglucopyranosyl donors, e.g. I (R = Br, Cl, F, OAc, OC(NH)CCl3, SEt, R1 = phthalimido), and benzyl 3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside as an acceptor. It was found that the highest yield was obtained when the trichloroacetimidate derivative I was coupled to the 4 position of acceptor 7. After reading the article, we found that the author used Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

Nagorny, Pavel’s team published research in Journal of the American Chemical Society in 2009 | CAS: 99409-32-2

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

《Toward Fully Synthetic Homogeneous β-Human Follicle-Stimulating Hormone (β-hFSH) with a Biantennary N-Linked Dodecasaccharide. Synthesis of β-hFSH with Chitobiose Units at the Natural Linkage Sites》 was written by Nagorny, Pavel; Fasching, Bernhard; Li, Xuechen; Chen, Gong; Aussedat, Baptiste; Danishefsky, Samuel J.. Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside And the article was included in Journal of the American Chemical Society on April 29 ,2009. The article conveys some information:

A highly convergent synthesis of the sialic acid-rich biantennary N-linked glycan found in human glycoprotein hormones and its use in the synthesis of a fragment derived from the β-domain of human FSH (hFSH) are described. The synthesis highlights the use of the Sinay radical glycosidation protocol for the simultaneous installation of both biantennary side-chains of the dodecasaccharide as well as the use of glycal chem. to construct the tetrasaccharide core in an efficient manner. The synthetic glycan was used to prepare the glycosylated 20-27aa domain of the β-subunit of hFSH under a Lansbury aspartylation protocol. The proposed strategy for incorporating the prepared N-linked dodecasaccharide-containing 20-27aa domain into β-hFSH subunit was validated in the context of a model system, providing protected β-hFSH subunit functionalized with chitobiose at positions 7 and 24. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Recommanded Product: Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranosideThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.