ISOLEUCINE, D-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H13NO2
Molecular Weight	131.1729
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@@H](C)[C@@H](N)C(O)=O

InChI

InChIKey=AGPKZVBTJJNPAG-RFZPGFLSSA-N

InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C6H13NO2
Molecular Weight	131.1729
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17409501 | https://www.ncbi.nlm.nih.gov/pubmed/24966047

D-isoleucine (D-Ile) can be assayed using chiral chromatography to differentiate the activities of D- and L-isoleucine in processes such as the induction of pigmentation in B16F0 melanoma cells and also to help characterize and differentiate various D-amino acid oxidases.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
D-amino acid dehydrogenase 1 Target ID: P0A6J5 Gene ID: 945752.0 Gene Symbol: dadA Target Organism: Escherichia coli (strain K12) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24966047	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Spectrophotometric assay of D-isoleucine using an artificially created D-amino acid dehydrogenase.	2014-11	24966047
Metabolic footprint analysis uncovers strain specific overflow metabolism and D-isoleucine production of Staphylococcus aureus COL and HG001.	2013	24312553
Combination of amino acids reduces pigmentation in B16F0 melanoma cells.	2007-04	17409501

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

D-isoleucine (D-Ile) can be assayed using chiral chromatography but the availability of that method is limited by the necessity for special expertise and expensive equipment. There was developed a simple and specific colorimetric assay system for D-Ile determination using an artificially created NADP(+)-dependent D-amino acid dehydrogenase (DAADH). The reaction mixture contained 100 mM phosphate/KOH (pH 11.5), 1.25 mM NADP+, 10 mg DAADH and 1–50 uM D-Ile.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:32:29 GMT 2025` Edited by `admin` on `Mon Mar 31 22:32:29 GMT 2025`
Record UNII	V87GJA0G54
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(2R,3R)-2-AMINO-3-METHYLPENTANOIC ACID

Preferred Name

English

ISOLEUCINE, D-

Systematic Name

English

D-ISOLEUCINE

Systematic Name

English

ISOLEUCINE, (-)-

Systematic Name

English

(R)-ISOLEUCINE

Systematic Name

English

Code System Code Type Description

FDA UNII

V87GJA0G54