Tag: 274.315

Induced stereo- and substrate selectivity of bioimprinted 伪-chymotrypsin in anhydrous organic media was written by Staahl, Marianne;Jeppsson-Wistrand, Ulla;Maansson, Mats Olle;Mosbach, Klaus. And the article was included in Journal of the American Chemical Society in 1991.Application of 2382-80-1 This article mentions the following:

Chymotrypsin bioimprinted with N-acetyl-D-tryptophan was shown to also accept N-acetyl-D-tryptophan as a substrate for Et ester formation in anhydrous organic media, probably by obtaining a new conformation. Small additions of water however, perturbed the new conformation of the enzyme, returning the enzyme to a structure with more native-like properties, i.e., L specificity. Chymotrypsin bioimprinted with the N-acetyl derivatives of the aromatic amino acids, tryptophan, tyrosine, and phenylalanine, expressed, in the same synthetic reaction, leading to the corresponding Et esters, high specificity for the resp. amino acid used during bioimprinting. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Application of 2382-80-1).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Application of 2382-80-1

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

Nuclear magnetic resonance study on solvent dependence of side chain conformations of tyrosine and tryptophan derivatives was written by Kobayashi, Junichi;Higashijima, Tsutomu;Sekido, Sachiko;Miyazawa, Tatsuo. And the article was included in International Journal of Peptide & Protein Research in 1981.Category: indole-building-block This article mentions the following:

The stereoselectively 尾-deuterated species of Ac-X-NHMe, Ac-X-OH, and Ac-X-OEt (X = Tyr, Trp) and H-Trp-NHMe were synthesized. 270-MHz ¹H NMR spectra of the normal and deuterated species of these aromatic amino acid derivatives were analyzed. For most of the tyrosine and tryptophan derivatives in various polar and nonpolar solvents, the lower-field and higher-field 尾-proton signals were due to the pro-S and pro-R protons, resp. However, the alternative assignments apply for H-Trp-NHMe in aqueous solution and for Ac-Tyr-NHMe and Ac-Trp-NHMe in nonpolar solvents. Such alternative assignments of 尾-proton signals were also found for H-Phe-NHMe, Ac-Phe-NMe₂, and Ac-Phe-OtBu. From the analyses of the ¹H NMR spectra of tyrosine and tryptophan derivatives, the vicinal coupling constants and rotamer populations about the C_伪-C_尾 bond were determined in various solvents. The rotamer populations of H-Trp-NHMe, Ac-X-NHMe, Ac-X-OH and Ac-X-OEt depend significantly on solvent polarity. Each of these four types of derivatives exhibits specific solvent-polarity dependences of rotamer populations which were substantially reduced on replacement of 伪-carbonyl group by a methylene group, suggesting the effect of this carbonyl group in the solvent dependence of rotamer populations. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Category: indole-building-block).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

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

Induced stereo- and substrate selectivity of bioimprinted α-chymotrypsin in anhydrous organic media was written by Staahl, Marianne;Jeppsson-Wistrand, Ulla;Maansson, Mats Olle;Mosbach, Klaus. And the article was included in Journal of the American Chemical Society in 1991.Application of 2382-80-1 This article mentions the following:

Chymotrypsin bioimprinted with N-acetyl-D-tryptophan was shown to also accept N-acetyl-D-tryptophan as a substrate for Et ester formation in anhydrous organic media, probably by obtaining a new conformation. Small additions of water however, perturbed the new conformation of the enzyme, returning the enzyme to a structure with more native-like properties, i.e., L specificity. Chymotrypsin bioimprinted with the N-acetyl derivatives of the aromatic amino acids, tryptophan, tyrosine, and phenylalanine, expressed, in the same synthetic reaction, leading to the corresponding Et esters, high specificity for the resp. amino acid used during bioimprinting. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Application of 2382-80-1).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Application of 2382-80-1

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

Nuclear magnetic resonance study on solvent dependence of side chain conformations of tyrosine and tryptophan derivatives was written by Kobayashi, Junichi;Higashijima, Tsutomu;Sekido, Sachiko;Miyazawa, Tatsuo. And the article was included in International Journal of Peptide & Protein Research in 1981.Category: indole-building-block This article mentions the following:

The stereoselectively β-deuterated species of Ac-X-NHMe, Ac-X-OH, and Ac-X-OEt (X = Tyr, Trp) and H-Trp-NHMe were synthesized. 270-MHz ¹H NMR spectra of the normal and deuterated species of these aromatic amino acid derivatives were analyzed. For most of the tyrosine and tryptophan derivatives in various polar and nonpolar solvents, the lower-field and higher-field β-proton signals were due to the pro-S and pro-R protons, resp. However, the alternative assignments apply for H-Trp-NHMe in aqueous solution and for Ac-Tyr-NHMe and Ac-Trp-NHMe in nonpolar solvents. Such alternative assignments of β-proton signals were also found for H-Phe-NHMe, Ac-Phe-NMe₂, and Ac-Phe-OtBu. From the analyses of the ¹H NMR spectra of tyrosine and tryptophan derivatives, the vicinal coupling constants and rotamer populations about the C_α-C_β bond were determined in various solvents. The rotamer populations of H-Trp-NHMe, Ac-X-NHMe, Ac-X-OH and Ac-X-OEt depend significantly on solvent polarity. Each of these four types of derivatives exhibits specific solvent-polarity dependences of rotamer populations which were substantially reduced on replacement of α-carbonyl group by a methylene group, suggesting the effect of this carbonyl group in the solvent dependence of rotamer populations. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Category: indole-building-block).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

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

Nuclear magnetic resonance study on solvent dependence of side chain conformations of tyrosine and tryptophan derivatives was written by Kobayashi, Junichi;Higashijima, Tsutomu;Sekido, Sachiko;Miyazawa, Tatsuo. And the article was included in International Journal of Peptide & Protein Research in 1981.Category: indole-building-block This article mentions the following:

The stereoselectively β-deuterated species of Ac-X-NHMe, Ac-X-OH, and Ac-X-OEt (X = Tyr, Trp) and H-Trp-NHMe were synthesized. 270-MHz ¹H NMR spectra of the normal and deuterated species of these aromatic amino acid derivatives were analyzed. For most of the tyrosine and tryptophan derivatives in various polar and nonpolar solvents, the lower-field and higher-field β-proton signals were due to the pro-S and pro-R protons, resp. However, the alternative assignments apply for H-Trp-NHMe in aqueous solution and for Ac-Tyr-NHMe and Ac-Trp-NHMe in nonpolar solvents. Such alternative assignments of β-proton signals were also found for H-Phe-NHMe, Ac-Phe-NMe₂, and Ac-Phe-OtBu. From the analyses of the ¹H NMR spectra of tyrosine and tryptophan derivatives, the vicinal coupling constants and rotamer populations about the C_α-C_β bond were determined in various solvents. The rotamer populations of H-Trp-NHMe, Ac-X-NHMe, Ac-X-OH and Ac-X-OEt depend significantly on solvent polarity. Each of these four types of derivatives exhibits specific solvent-polarity dependences of rotamer populations which were substantially reduced on replacement of α-carbonyl group by a methylene group, suggesting the effect of this carbonyl group in the solvent dependence of rotamer populations. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Category: indole-building-block).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

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

Nuclear magnetic resonance study on solvent dependence of side chain conformations of tyrosine and tryptophan derivatives was written by Kobayashi, Junichi;Higashijima, Tsutomu;Sekido, Sachiko;Miyazawa, Tatsuo. And the article was included in International Journal of Peptide & Protein Research in 1981.Category: indole-building-block This article mentions the following:

The stereoselectively β-deuterated species of Ac-X-NHMe, Ac-X-OH, and Ac-X-OEt (X = Tyr, Trp) and H-Trp-NHMe were synthesized. 270-MHz ¹H NMR spectra of the normal and deuterated species of these aromatic amino acid derivatives were analyzed. For most of the tyrosine and tryptophan derivatives in various polar and nonpolar solvents, the lower-field and higher-field β-proton signals were due to the pro-S and pro-R protons, resp. However, the alternative assignments apply for H-Trp-NHMe in aqueous solution and for Ac-Tyr-NHMe and Ac-Trp-NHMe in nonpolar solvents. Such alternative assignments of β-proton signals were also found for H-Phe-NHMe, Ac-Phe-NMe₂, and Ac-Phe-OtBu. From the analyses of the ¹H NMR spectra of tyrosine and tryptophan derivatives, the vicinal coupling constants and rotamer populations about the C_α-C_β bond were determined in various solvents. The rotamer populations of H-Trp-NHMe, Ac-X-NHMe, Ac-X-OH and Ac-X-OEt depend significantly on solvent polarity. Each of these four types of derivatives exhibits specific solvent-polarity dependences of rotamer populations which were substantially reduced on replacement of α-carbonyl group by a methylene group, suggesting the effect of this carbonyl group in the solvent dependence of rotamer populations. In the experiment, the researchers used many compounds, for example, Ethyl acetyl-L-tryptophanate (cas: 2382-80-1Category: indole-building-block).

Ethyl acetyl-L-tryptophanate (cas: 2382-80-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Category: indole-building-block

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