(2R,3R)-2-amino-3-methylpentanoic acid

• ChemBase ID: 77480
• Molecular Formular: C6H13NO2
• Molecular Mass: 131.17292
• Monoisotopic Mass: 131.09462866
• SMILES: OC(=O)[C@@H]([C@@H](CC)C)N
• Canonical SMILES: CC[C@H]([C@H](C(=O)O)N)C
• InChI: 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
• InChIKey: AGPKZVBTJJNPAG-RFZPGFLSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-amino-3-methylpentanoic acid
• IUPAC Traditional name: D-isoleucine
• Synonyms: D-Alloisoleucine; DL-2-Amino-3-methylpentanoic acid; DL-Isoleucine; (2R,3R)-2-Amino-3-methylpentanoic acid; H-D-Ile-OH; (2R, 3R)-2-Amino-3-methylpentanoic acid; D-Isoleucine; DL-2-氨基-3-甲基戊酸; DL-异亮氨酸; D-异亮氨酸

Database IDs

• CAS Number: 1509-35-9; 319-78-8; 443-79-8
• EC Number: 207-139-8; 206-269-2
• MDL Number: MFCD00004268; MFCD00066445; MFCD00064221
• Beilstein Number: 1721790
• PubChem SID: 24896122; 24857992; 24901618; 162042352
• PubChem CID: 76551
• FEMA ID: 3295
• Council of Europe Number: 10127
• Flavis Number: 17.01

CALCULATED PROPERTIES

• Acid pKa: 2.7913082
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5088165
• LogD (pH = 7.4): -1.5107228
• Log P: -1.5084066
• Molar Refractivity: 34.0939 cm^3
• Polarizability: 13.835553 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 265°C subl.; 290 °C (dec.)(lit.)
• Optical Rotation: [α]/D 0±2°(lit.); -40 (c=5 in 5N HCl)

Safety Information

• Storage Warning: Irritant
• RTECS: NR4700000
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Regulation Compliance: FCC

Product Information

• Purity: ≥98% (TLC); ≥98.5%; ≥99.0% (NT); 98%; 99%
• Grade: puriss.; ReagentPlus®
• Suitability: cell culture tested
• Impurities: ≤1% DL-alloisoleucine (GC); ≤10% allo-isomer; leucine, essentially free
• Linear Formula: C2H5CH(CH3)CH(NH2)CO2H; CH3CH2CH(CH3)CH(NH2)COOH

DETAILS

Sigma Aldrich - I7634

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.

Sigma Aldrich - I6268

Other Notes
四种立体异构体的混合物。
General description
This product is a mixture of four stereoisomers. Isoleucine is an essential amino acid. Isoleucine is a branched-chain amino acid (BCAA) that is frequently used in combination with the other branched chain amino acids, valine and leucine.

Sigma Aldrich - I5393

Other Notes
四种立体异构体的混合物。

Sigma Aldrich - 298689

Other Notes
A mixture of 4 stereoisomers.
Packaging
10, 50 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - W329509

Other Notes
A mixture of 4 stereoisomers.
Packaging
1 kg in poly bottle
1 sample in glass bottle
25, 100 g in poly bottle

Sigma Aldrich - 58884

Other Notes
A mixture of 4 stereoisomers.