(2R)-2-Acetamido-5-(Diaminomethylideneazaniumyl)Pentanoate

CAS: 2389-86-8

Ref. 3D-FA74905

Product Information

• Name: (2R)-2-Acetamido-5-(Diaminomethylideneazaniumyl)Pentanoate
• Synonyms: Acetyl-D-arginineN2-Acetyl-D-arginine, <span class="text-smallcaps">D</span>-Arginine, N²-acetyl-, Acetyl-<span class="text-smallcaps">D</span>-arginine, N²-Acetyl-<span class="text-smallcaps">D</span>-arginine, Nalpha-Acetyl-D-Arginine Dihydrate, N~2~-acetyl-N~5~-(diaminomethylidene)ornithine

Description

(2R)-2-Acetamido-5-(Diaminomethylideneazaniumyl)Pentanoate is an insoluble, acylase inhibitor. It is obtained from the reaction of histidine with acetaldehyde and ammonia in refluxed ethanol. This product has two optical isomers, one being (2R)-2-acetamido-5-(diaminomethylideneazaniumyl)pentanoic acid and the other being (2S)-2-acetamido-5-(diaminomethylideneazaniumyl)pentanoic acid. The former is more active than the latter against acetylesterase. The product also inhibits lysine decarboxylase and d-alanine racemase to a lesser extent. The enzyme activity of this compound can be increased by adding l-amino acid or dl-alanine.

• Brand: Biosynth

Chemical properties

• Molecular weight: 216.24 g/mol
• Formula: C₈H₁₆N₄O₃
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m1/s1
• InChI key: InChIKey=SNEIUMQYRCDYCH-ZCFIWIBFSA-N
• SMILES: CC(=O)N[C@H](CCCN=C(N)N)C(=O)O