N-Benzoyl-L-aspartic acid

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N-Benzoyl-L-aspartic acid
Category Others
Catalog number BBF-04798
CAS 17966-68-6
Molecular Weight 237.2
Molecular Formula C11H11NO5

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Specification

Synonyms benzoyl-L-aspartic acid; L-Aspartic acid, N-benzoyl-; Bz-Asp-OH
IUPAC Name (2S)-2-benzamidobutanedioic acid
Canonical SMILES C1=CC=C(C=C1)C(=O)NC(CC(=O)O)C(=O)O
InChI InChI=1S/C11H11NO5/c13-9(14)6-8(11(16)17)12-10(15)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,12,15)(H,13,14)(H,16,17)/t8-/m0/s1
InChI Key DJLTZJGULPLVOA-QMMMGPOBSA-N

Reference Reading

1. The hydrolysis of some N-acylaspartic and N-acylglutamic monoamides in dilute mineral acid
M Ali, J B Capindale Can J Biochem. 1975 Nov;53(11):1138-44.
The release of ammonia by hydrolysis of N-benzoyl-L-asparagine, glycyl-DL-asparagine, L-asparagine, and succinamic acid, and of aniline from N-benzoyl-L-glutamic-alpha-anilide, N-benzoyl-L-aspartic-alpha-anilide, L-aspartic-alpha-anilide, and the monoanilides of succinic and glutaric acids is first-order with respect to substrate in dilute (0.4-0.03 M) aqueous hydrochloric acid at 100 degrees C. The first-order rate constants (kobs) for these reactions can be expressed as kobs = kintra + k2[H+]. The above hydrolyses are used as models for developing a tentative mechanism to account for the selective release of aspartic acid from proteins under these condiditons. The data are also used to suggest reasons why glutamic acid is not released with equal facility.

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