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D-Isoleucine

SIGMA/I7634 - ≥98% (TLC)

Synonym: (2R, 3R)-2-Amino-3-methylpentanoic acid

CAS Number: 319-78-8
Empirical Formula (Hill Notation): C6H13NO2
Molecular Weight: 131.17
EC Number: 206-269-2
MDL Number: MFCD00064221
Linear Formula: C2H5CH(CH3)CH(NH2)CO2H
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-I7634-250MG 250 mg
$509.00
1/EA
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45-I7634-1G 1 g
$1650.00
1/EA
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application(s) cell analysis
assay ≥98% (TLC)
color white
form powder
impurities ≤10% allo-isomer
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
InChI key AGPKZVBTJJNPAG-RFZPGFLSSA-N
Quality Level 200 
SMILES string CC[C@@H](C)[C@@H](N)C(O)=O
Application:

  • Metabolic Profiling of Urinary Chiral Amino-Containing Biomarkers for Gastric Cancer Using a Sensitive Chiral Chlorine-Labeled Probe by HPLC-MS/MS.: This study by Huang et al. (2021) explores the use of D-Isoleucine as a biomarker for gastric cancer, utilizing advanced metabolic profiling techniques with HPLC-MS/MS to detect chiral amino-containing compounds in urine samples (Huang et al., 2021 ).

  • Isopenicillin N Synthase Binds δ-(L-α-aminoadipoyl)-L-cysteinyl-D-thia-allo-isoleucine Through Both Sulfur Atoms.: Clifton et al. (2011) describe the binding mechanism of Isopenicillin N synthase with a compound involving D-Isoleucine, highlighting its role in antibiotic biosynthesis and enzyme interaction studies (Clifton et al., 2011 ).

  • The Total Structure of the Antibiotic Longicatenamycin.: Shiba and Mukunoki (1975) determined the complete structure of the antibiotic longicatenamycin, which includes D-Isoleucine as a crucial component, contributing to understanding its antibacterial properties (Shiba and Mukunoki, 1975 ).

Biochem/physiol Actions: D-Isoleucine may be used to help characterize and differentiate various D-amino acid oxidases. D-Isoleucine may be used to differentiate the activities of D- and L-isoleucine in processes such as the induction of pigmentation in B16F0 melanoma cells.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (TLC)
UNSPSC 12352209

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