2382-80-1

Basic information

• Product Name: AC-TRP-OET
• Synonyms: ACETYL-L-TRYPTOPHAN ETHYL ESTER;AC-TRYPTOPHAN-OET;AC-TRP-OET;H-N-ACETYL-TRP-OET;N-ACETYL-L-TRP ETHYL ESTER;N-ACETYL-L-TRYPTOPHAN ETHYL ESTER;N-ALPHA-ACETYL-L-TRYPTOPHAN ETHYL ESTER;ethyl N-acetyl-L-tryptophanate
• CAS NO: 2382-80-1
• Molecular Formula: C₁₅H₁₈N₂O₃
• Molecular Weight: 274.32
• EINECS: 219-190-3
• Product Categories: Amino Acids Derivatives;Indoles;Amino Acids;Tryptophan [Trp, W];Amino Acids and Derivatives;Ac-Amino Acids;Amino Acid Ethyl Esters;Amino Acids (C-Protected);Amino Acids (N-Protected);Biochemistry;Tryptophans;Dabsyl Amino Acids;Amino ester
• Mol File: 2382-80-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 112-114 °C(lit.)
• Boiling Point: 417.3°C (rough estimate)
• Flash Point: 265.3°C
• Appearance: /
• Density: 1.1230 (rough estimate)
• Vapor Pressure: 8.12E-11mmHg at 25°C
• Refractive Index: 6.5 ° (C=2, EtOH)
• Storage Temp.: -15°C
• Solubility: soluble in Methanol
• PKA: 14.82±0.46(Predicted)
• Water Solubility: 1.47g/L(28 oC)
• CAS DataBase Reference: AC-TRP-OET(CAS DataBase Reference)
• NIST Chemistry Reference: AC-TRP-OET(2382-80-1)
• EPA Substance Registry System: AC-TRP-OET(2382-80-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 2382-80-1(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly cream crystalline powder

Uses

Substrate for chymotrypsin and carboxypeptidase Y.

InChI:InChI=1/C15H18N2O3/c1-3-20-15(19)14(17-10(2)18)8-11-9-16-13-7-5-4-6-12(11)13/h4-7,9,14,16H,3,8H2,1-2H3,(H,17,18)/t14-/m0/s1

Upstream product

• 73-22-3 L-Tryptophan 
• 141-78-6 ethyl acetate 
• 2899-28-7 L-tryptophan ethyl ester hydrochloride 
• 108-24-7 acetic anhydride 
• 64-17-5 ethanol 
• 42717-06-6 acetyltryptophan ethylester 
• 68262-53-3 N^α-acetyl-2,3-dihydro-L-tryptophan ethyl ester 
• 1218-34-4 N-AcTrp 

Downstream Products

• 119206-29-0 Ac-Trp-Phe-NH₂ 
• 1218-34-4 N-AcTrp 
• 2382-79-8 N^α-acetyl-L-tryptophan-amide 

Relevant articles and documents

The retro-mannich cleavage of δ1,δ1'-tryptophan dimers

Under acidic conditions tryptophan sidechains crosslink to form δ1, δ1'-tryptophan dimers through a Mannich-type mechanism. Tryptophan dimers are readily cleaved at high temperatures under acidic conditions making it impossible to isolate tryptophan dimers under standard conditions of acidic protein hydrolysis. In a prescriptive sense this cleavage can be used to recover peptides that have undergone tryptophan crosslinking, although the yields drop with increasing peptide length due to competitive cleavage of the amide bonds. The best conditions for cleavage involve heating the dimeric peptides in dilute ethanolic HCl at 150°C in the presence of ten equivalents of ethanedithiol. Copyright (C) 1998 Elsevier Science Ltd.

USE OF ESTER DERIVATIVE OF TRYPTOPHAN AS DEODORANT AND/OR PERFUME AGENT

This invention relates to the use of at least one following compound having formula (I), as well as the salts thereof, the optical and geometric isomers thereof, and the solvates thereof, as deodorant agent for treating body odor, preferably underarm odor:

Resolution of N-protected amino acid esters using whole cells of Candida parapsilosis ATCC 7330

Whole cells of Candida parapsilosis ATCC 7330 were used for the resolution of N-acetyl amino acid esters. Excellent enantioselectivities (E = 40 to >500) were achieved for the resolution of N-protected protein and non-protein amino acid esters giving good yields (28-50%) and high enantiomeric excesses (up to >99%) for both enantiomers.