Isoleucine

InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1
Key: AGPKZVBTJJNPAG-WHFBIAKZSA-N
InChI=1/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5-/m0/s1
Key: AGPKZVBTJJNPAG-WHFBIAKZBB

SMILES

CC[C@H](C)[C@@H](C(=O)O)N
Zwitterion: CC[C@H](C)[C@@H](C(=O)[O-])[NH3+]

Properties

Chemical formula

C₆H₁₃NO₂Molar mass131.175 g·mol

Magnetic susceptibility (χ)

−84.9·10 cm/mol Supplementary data page Isoleucine (data page)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

verify ( ?)

Isoleucine (symbol Ile or I) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH
₃ form under biological conditions), an α-carboxylic acid group (which is in the deprotonated −COO form under biological conditions), and a hydrocarbon side chain with a branch (a central carbon atom bound to three other carbon atoms). It is classified as a non-polar, uncharged (at physiological pH), branched-chain, aliphatic amino acid. It is essential in humans, meaning the body cannot synthesize it. Essential amino acids are necessary in the human diet. In plants isoleucine can be synthesized from threonine and methionine. In plants and bacteria, isoleucine is synthesized from a pyruvate employing leucine biosynthesis enzymes. It is encoded by the codons AUU, AUC, and AUA.