DL-Homocysteine

• CAS: 454-29-5
• Catalog Number: ACM454295-1
• Category: Amino Acids
• Molecular Weight: 135.18
• Molecular Formula: HSCH2CH2CH(NH2)COOH
• Synonyms: 2-Amino-4-mercaptobutyric acid
• IUPAC Name: 2-Amino-4-sulfanylbutanoic acid
• Canonical SMILES: NC(CCS)C(O)=O
• InChI: 1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)
• InChI Key: FFFHZYDWPBMWHY-UHFFFAOYSA-N
• Boiling Point: 299.7±35.0 °C
• Melting Point: 232-233 ℃(lit.)
• Flash Point: >230 °F
• Density: 1.149 g/cm³
• Solubility: H2O: soluble
• Appearance: White to off-white solid
• Application: DL-Homocysteine has been used to induce hyperhomocysteinemia in Sprague-Dawley rats. It has also been used to study the effects of hyperhomocysteinemia on atherosclerosis in apolipoprotein E-deficient mice.
• Storage: -20 °C
• Assay: ≥95% (titration)
• Beilstein: 1721683
• Biochem Physiol Actions: Homocysteine is a sulfhydryl-containing amino acid, synthesized from methionine. It is a non-essential, non-proteinogenic amino acid. It is an important determinant of the methylation cycle and is present in the plasma in four forms. An abnormally high level of homocysteine leads to hyperhomocysteinemia and also promotes atherosclerosis.
• Complexity: 86.1
• EC Number: 207-222-9
• Exact Mass: 135.03539970
• Form: powder
• MDL Number: MFCD00004898
• Monoisotopic Mass: 135.03539970
• NACRES: NA.26
• PubChem ID: 24895646
• Quality Level: 200
• Refractive Index: 1.5480
• Storage Temperature: -20℃
• Topological Polar Surface Area: 64.3 Ų

Synthetic Use

Upstream Synthesis Route 1

• 462-10-2

• 454-29-5

Reference: [1]Journal of the American Chemical Society,1952,vol. 74,p. 3932

Downstream Synthesis Route 1

• 50-00-0
• 454-29-5

• 348-67-4

Reference: [1] Agricultural and Biological Chemistry, 1984, vol. 48, # 1, p. 143 - 148

Downstream Synthesis Route 2

• 107-97-1
• 454-29-5

• 348-67-4

Reference: [1] Agricultural and Biological Chemistry, 1984, vol. 48, # 1, p. 143 - 148

Downstream Synthesis Route 3

• 1118-68-9
• 454-29-5

• 348-67-4

Reference: [1] Agricultural and Biological Chemistry, 1984, vol. 48, # 1, p. 143 - 148

Downstream Synthesis Route 4

• 454-29-5
• 4727-41-7

• 59-51-8

Reference: [1]Journal of Biological Chemistry,vol. 176,p. 791,792

Downstream Synthesis Route 5

• 454-29-5

• 462-10-2

Reference: [1]Biochemical Preparations,1957,vol. 5,p. 96
[2]Journal of the American Chemical Society,2011,vol. 133,p. 1757 - 1759

* For details of the synthesis route, please refer to the original source to ensure accuracy.