A mixture of isoleucine diastereomers
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Unlabeled Version(s)
34842Isoleucine-d10
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Isoleucine

Item No. 41562

Technical Information
Formal Name
2-amino-3-methyl-pentanoic acid
CAS Number
2095501-92-9
Molecular Formula
C6H13NO2
Formula Weight
Purity
≥98%
A solid
Acetonitrile: Slightly soluble: 0.1-1 mg/mlDMSO: Sparingly soluble: 1-10 mg/mlWater: Slightly soluble: 0.1-1 mg/ml
SMILES
CCC(C)C(N)C(O)=O
InChi Code
InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)
InChi Key
AGPKZVBTJJNPAG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isoleucine is a mixture of the diastereomers L-isoleucine, L-alloisoleucine, D-isoleucine, and D-alloisoleucine. L-Isoleucine is an essential branched-chain amino acid that acts as a nitrogen donor and has roles in glucose consumption, fatty acid metabolism, and immune function.1,2,3 L-Alloisoleucine is formed from L-isoleucine by transamination, and plasma levels of L-alloisoleucine are increased in patients with maple syrup urine disease (MSUD), an inborn error of metabolism characterized by branched-chain a-keto acid dehydrogenase (BCKAD) deficiency.4,5 D-Isoleucine and D-alloisoleucine are enantiomers of L-isoleucine and L-alloisoleucine, respectively.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamoto, K., Tsuchisaka, A., and Yukawa, H. Branched-chain amino acids. Amino acid fermentation 103-128 (2017).

    2. Nie, C., He, T., Zhang, W., et alBranched chain amino acids: Beyond nutrition metabolism. Int. J. Mol. Sci. 19(4), 954 (2018).

    3. Zhang, S., Zeng, X., Ren, M., et alNovel metabolic and physiological functions of branched chain amino acids: A review. J. Anim. Sci. Biotechnol. 8, 10 (2017).

    4. Schadewaldt, P., Bodner-Leidecker, A., Hammen, H.W., et alFormation of L-alloisoleucine in vivo: An L-[13C]isoleucine study in man. Pediatr. Res. 47(2), 271-277 (2000).

    5. Schadewaldt, P., Bodner-Leidecker, A., Hammen, H.W., et alSignificance of ʟ-alloisoleucine in plasma for diagnosis of maple syrup urine disease. Clin. Chem. 45(10), 1734-1740 (1999).