96-81-1

Basic information

• Product Name: N-Acetyl-L-valine
• Synonyms: Ac-L-Val-OH;N-alpha-Actetyl-L-valine;(S)-2-ACETAMIDO-3-METHYLBUTANOIC ACID;N-ACETYL-L-VALINE extrapure for biochemistry;(2S)-2-acetamido-3-methylbutanoic acid;(2S)-2-acetamido-3-methyl-butanoic acid;(2S)-2-acetamido-3-methyl-butyric acid;L-Valine, N-acetyl-Valine, N-acetyl-, L-Ac-L-Val-OH
• CAS NO: 96-81-1
• Molecular Formula: C₇H₁₃NO₃
• Molecular Weight: 159.18
• EINECS: 202-537-8
• Product Categories: Amino Acid Derivatives;Amino Acids;amino acid;amino
• Mol File: 96-81-1.mol
• Article Data: 41

Chemical Properties

• Melting Point: 163-167℃
• Boiling Point: 362.2 °C at 760 mmHg
• Flash Point: 172.8 °C
• Appearance: White/Crystalline Powder
• Density: 1.094 g/cm³
• Storage Temp.: −20°C
• Solubility: soluble in Methanol
• PKA: 3.62±0.10(Predicted)
• CAS DataBase Reference: N-Acetyl-L-valine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-L-valine(96-81-1)
• EPA Substance Registry System: N-Acetyl-L-valine(96-81-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 96-81-1(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Ac-Val-OH may be employed as a ligand for the meta-selective tert-alkylation reaction.

Definition

ChEBI: An L-valine derivative in which one of the amino hydrogens of L-valine has been replaced by an acetyl group.

General Description

Ac-Val-OH is an N-protected valine amino acid ligand. It participates in the 2,6-diolefination reaction of phenylacetic acids.

InChI:InChI=1/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1

Upstream product

• 64724-68-1 diethyl 2-N-acetylamino-2-isopropylmalonate 
• 6642-21-3 2-acetylamino-3-methyl-crotonic acid 
• 108-24-7 acetic anhydride 
• 516-06-3 D,L-valine 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 830-03-5 4-nitrophenol acetate 
• 60-35-5 acetamide 
• 201230-82-2 carbon monoxide 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 78-84-2 isobutyraldehyde 
• 759-05-7 3-methyl-2-ketobutanoic acid 
• 72-18-4 L-valine 
• 56430-36-5 (RS)-N-acetyl valine ethyl ester 

Downstream Products

• 17623-72-2 2-methyl-4-iso-propyl-4H-oxazolin-5-one 
• 1462-79-9 2-Acetamino-isovaleriansaeure- 
• 19701-84-9 N-Ac-Val-NHMe 
• 52152-47-3 N-acetyl-DL-valine methyl ester 
• 91077-78-0 3-Acetyl-4-isopropyl-5-oxazolidinone 
• 109924-94-9 Ac-(R,S)-Val-(R,S)-PhSer-OMe 
• 114285-08-4 C₇H₁₂NO₃ 
• 103769-71-7 ephedrine-N-acetyl-L-valine 
• 72-18-4 L-valine 
• 17916-88-0 N-acetyl-D-valine 
• 473932-28-4 (S)-2-[2'-(2''-acetylamino-3''-methylbutyrylamino)phenylethynyl]benzoic acid methyl ester 
• 125679-71-2 (S)-3-Acetyl-4-isopropyl-oxazolidin-5-one 
• 63079-76-5 3-ethoxycarbonyl-5-(S)-isopropyl pyrrolidine-2,4-dione 
• 386758-76-5 3-ethoxycarbonyl-5-(R)-isopropyl pyrrolidine-2,4-dione 

Relevant articles and documents

Structure-activity relationship studies of dipeptide-based hepsin inhibitors with Arg bioisosteres

Hepsin is a type II transmembrane serine protease (TTSP) associated with cell proliferation and overexpressed in several types of cancer including prostate cancer (PCa). Because of its significant role in cancer progression and metastasis, hepsin is an attractive protein as a potential therapeutic and diagnostic biomarker for PCa. Based on the reported Leu-Arg dipeptide-based hepsin inhibitors, we performed structural modification and determined in vitro hepsin- and matriptase-inhibitory activities. Comprehensive structure-activity relationship studies identified that the p-guanidinophenylalanine-based dipeptide analog 22a exhibited a strong hepsin-inhibitory activity (Ki = 50.5 nM) and 22-fold hepsin selectivity over matriptase. Compound 22a could be a prototype molecule for structural optimization of dipeptide-based hepsin inhibitors.

Bio- And Medicinally Compatible α-Amino-Acid Modification via Merging Photoredox and N-Heterocyclic Carbene Catalysis

An N-heterocyclic carbene and photoredox cocatalyzed α-amino-acid decarboxylative carbonylation reaction is presented. This method displays good scope generality, providing a direct pathway to access various downstream α-amino ketones under bio- and medicinally compatible conditions. Moreover, this strategy is appealing to chemical biology because it has great potential for the chemical modification of peptides or the late-stage synthesis of keto-peptides.

Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media

The kinetics of the reaction of a series of α-amino acids with 4-nitrophenyl acetate, 4-nitrophenyl benzoate, and 2,4,6-trinitrophenyl benzoate in aqueous 1,4-dioxane medium has been studied. Kinetics of the reactions involving 4-nitrophenyl acetate and 2,4,6-trinitrophenyl benzoate has complied with the Br?nsted dependence and revealed linear correlation between rate constant logarithm and the energy difference of the frontier orbitals of α-amino acids anions.