A sulfoxide-modified methionine
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L-Methionine Sulfoxide

Item No. 36255

Technical Information
Formal Name
L-methionine, S-oxide
CAS Number
3226-65-1
Synonyms
  • 2S-Amino-4-(methylsulfinyl)butanoic Acid
  • Methionine S-oxide
  • MetO
  • Met Sulfoxide
Molecular Formula
C5H11NO3S
Formula Weight
Purity
≥95%
A solid
PBS (pH 7.2): 3 mg/ml
SMILES
CS(CC[C@H](N)C(O)=O)=O
InChi Code
InChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1
InChi Key
QEFRNWWLZKMPFJ-YGVKFDHGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    L-Methionine sulfoxide is an endogenous sulfoxide-modified form of methionine.1,2 It is formed from L-methionine by oxidative damage and can be reduced back to L-methionine by methionine sulfoxide reductase A (MSRA) and MSRB.1 Dietary replacement of L-methionine with L-methionine sulfoxide (6.3, 12.6, and 18.9 mmol/g) increases weight gain in weanling mice.2 The levels of L-methionine sulfoxide, MSRA, and MSRB are decreased in patients with vitiligo, a condition characterized by loss of skin pigmentation.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Schallreuter, K.U., Rübsam, K., Gibbons, N.C.J., et alMethionine sulfoxide reductases A and B are deactivated by hydrogen peroxide (H2O2) in the epidermis of patients with vitiligo. J. Invest. Dermatol. 128(4), 808-815 (2007).

    2. Friedman, M., and Gumbmann, M.R. Nutritional value and safety of methionine derivatives, isomeric dipeptides and hydroxy analogs in mice. J. Nutr. 118(3), 388-397 (1988).