CAS 10148-68-2

(2S,3S)-2-Amino-3-Hydroxy-Hexanoic Acid

Description:

(2S,3S)-2-Amino-3-Hydroxy-Hexanoic Acid, commonly known as L-allo-isoleucine, is an amino acid characterized by its chiral centers at the second and third carbon atoms. This compound features a six-carbon backbone with an amino group (-NH2) and a hydroxyl group (-OH) attached to the second and third carbons, respectively. It is a non-proteinogenic amino acid, meaning it is not incorporated into proteins during translation but can play roles in metabolic pathways. The presence of both an amino and a hydroxyl group contributes to its polar nature, making it soluble in water. This solubility is significant for its biological functions, including potential roles in neurotransmission and metabolic processes. The stereochemistry of (2S,3S) indicates the specific spatial arrangement of its atoms, which is crucial for its biological activity. As a compound, it may also be involved in various biochemical applications and research, particularly in studies related to amino acid metabolism and synthesis.

Formula: C6H13NO3

InChI: InChI=1S/C6H13NO3/c1-2-3-4(8)5(7)6(9)10/h4-5,8H,2-3,7H2,1H3,(H,9,10)/t4-,5-/m0/s1

InChI key: ONTYPWROJNTIRE-WHFBIAKZSA-N

SMILES: CCC[C@@H]([C@@H](C(=O)O)N)O

(2S,3S)-3-Hydroxynorleucine

Controlled Product

CAS: 10148-68-2

Applications (2S,3S)-3-Hydroxynorleucine is an analogue of DL-6-Hydroxy Norleucine (H948855) which is an intermediate for antiviral and antihypertensive drugs.
References Kaufman, S., et al.: J. Biol. Chem., 257, 14667 (1982), Hanson, R., et al.: Bioorg. Chem., 18, 116 (1990), Oshima, T., et al.: J. Bacteriol., 173, 3943 (1991), Oshima, T., et al.: Eur. J. Biochem., 222, 305 (1994), Robl, J., et al.: J. Med. Chem., 40, 1570 (1997)

Formula: C₆H₁₃NO₃

Color and Shape: Neat

Molecular weight: 147.17

Ref: TR-H949755

(2S,3S)-3-Hydroxynorleucine

CAS: 10148-68-2

Formula: C₆H₁₃NO₃

Color and Shape: Solid

Molecular weight: 147.1723

Ref: IN-DA0004L8