CAS 7093-69-8

meso-Homocystine

Description:

Meso-homocystine is a naturally occurring amino acid derivative, specifically a dimer of homocysteine, which is a sulfur-containing amino acid. It is characterized by its unique structure, featuring two homocysteine molecules linked by a disulfide bond. This compound is classified as a meso compound due to its internal plane of symmetry, which results in it being optically inactive despite having chiral centers. Meso-homocystine plays a role in various biochemical processes, particularly in the metabolism of sulfur-containing amino acids. It is often studied in the context of cardiovascular health, as elevated levels of homocysteine are associated with an increased risk of cardiovascular diseases. The compound is soluble in water and exhibits properties typical of amino acids, such as the ability to form salts and participate in peptide bond formation. Its relevance extends to clinical research, where it may serve as a biomarker for certain health conditions. Overall, meso-homocystine is significant in both biochemical research and clinical diagnostics.

Formula: C₈H₁₆N₂O₄S₂

InChI: InChI=1/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6+

InChI key: InChIKey=ZTVZLYBCZNMWCF-OLQVQODUNA-N

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

Synonyms:

• Butanoic acid, 4,4′-dithiobis[2-amino-, (2R,2′S)-rel-
• Butyric acid, 4,4′-dithiobis[2-amino-, meso-
• meso-Homocystine
• rel-(2R,2′S)-4,4′-Dithiobis[2-aminobutanoic acid]