MedKoo Cat#: 112023 | Name: DL-Homocystine
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

DL-Homocystine is an oxidized dimeric form of homocysteine. It inhibits CDNB-induced L-cystine transport into isolated human erythrocytes by 75% when used at a concentration of 2.5 mM. DL-Homocystine increases the number of circulating endothelial cells and permeability of the pulmonary microcirculation and decreases the number of circulating platelets, as well as activates venostatic thrombosis induced by bowel loop ligation in a rat model of homocystinemia, an inborn error of metabolism characterized by a deficiency in cystathionine β-synthase (CBS) that is associated with thrombosis and atherosclerosis.

Chemical Structure

DL-Homocystine
DL-Homocystine
CAS#462-10-2

Theoretical Analysis

MedKoo Cat#: 112023

Name: DL-Homocystine

CAS#: 462-10-2

Chemical Formula: C8H16N2O4S2

Exact Mass: 268.0551

Molecular Weight: 268.35

Elemental Analysis: C, 35.81; H, 6.01; N, 10.44; O, 23.85; S, 23.89

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 650.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
H-DL-HoCystine-OH; DLHomocystine; DL Homocystine; NSC 11337; NSC11337; NSC-11337; NSC43122; NSC-43122; NSC 43122;
IUPAC/Chemical Name
4,4'-disulfanediylbis(2-aminobutanoic acid)
InChi Key
ZTVZLYBCZNMWCF-UHFFFAOYSA-N
InChi Code
InChI=1S/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)
SMILES Code
O=C(O)C(N)CCSSCCC(N)C(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
1N HCl 10.0 37.26
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 268.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Petrov AI, Dergachev VD. Palladium(II) Ion Mediated Disulfide/Thiolate Interconversion: Predicting the Disulfide Group State from First Principles. J Phys Chem A. 2019 Jun 13;123(23):4873-4882. doi: 10.1021/acs.jpca.9b00740. Epub 2019 May 30. PMID: 31117586. 2: Davis JA, Brown AT, Alshafie T, Poirier LA, Cruz CP, Wang Y, Eidt JF, Moursi MM. Saratin (an inhibitor of platelet-collagen interaction) decreases platelet aggregation and homocysteine-mediated postcarotid endarterectomy intimal hyperplasia in a dose-dependent manner. Am J Surg. 2004 Dec;188(6):778-85. doi: 10.1016/j.amjsurg.2004.08.061. PMID: 15619499. 3: Yokoi K, Lukaski HC, Uthus EO, Nielsen FH. Use of bioimpedance spectroscopy to estimate body water distribution in rats fed high dietary sulfur amino acids. J Nutr. 2001 Apr;131(4):1302-8. doi: 10.1093/jn/131.4.1302. PMID: 11285342. 4: Fullerton FR, Greenman DL, Blaydes BS, Poirier LA. Ethynylestradiol protection against methyl insufficiency in castrated male Wistar/Furth rats fed a methionine-choline-deficient diet. Carcinogenesis. 1993 Jun;14(6):1237-40. doi: 10.1093/carcin/14.6.1237. PMID: 8508512. 5: Orth MW, Bai Y, Zeytun IH, Cook ME. Excess levels of cysteine and homocysteine induce tibial dyschondroplasia in broiler chicks. J Nutr. 1992 Mar;122(3):482-7. doi: 10.1093/jn/122.3.482. PMID: 1542006. 6: Sawada N, Poirier L, Moran S, Xu YH, Pitot HC. The effect of choline and methionine deficiencies on the number and volume percentage of altered hepatic foci in the presence or absence of diethylnitrosamine initiation in rat liver. Carcinogenesis. 1990 Feb;11(2):273-81. doi: 10.1093/carcin/11.2.273. PMID: 2302754. 7: Otsuka Y. [Cystine transport and glutathione metabolism in human erythrocytes]. Nihon Ketsueki Gakkai Zasshi. 1989 Aug;52(5):823-30. Japanese. PMID: 2588942. 8: Ohtsuka Y, Kondo T, Kawakami Y. Oxidative stresses induced the cystine transport activity in human erythrocytes. Biochem Biophys Res Commun. 1988 Aug 30;155(1):160-6. doi: 10.1016/s0006-291x(88)81063-5. PMID: 3415679. 9: Kunert J. Metabolism of sulfur-containing amino acids in the dermatophyte Microsporum gypseum. I. Neutral amino acids. J Basic Microbiol. 1985;25(1):29-37. doi: 10.1002/jobm.3620250109. PMID: 3998995. 10: Mikol YB, Hoover KL, Creasia D, Poirier LA. Hepatocarcinogenesis in rats fed methyl-deficient, amino acid-defined diets. Carcinogenesis. 1983 Dec;4(12):1619-29. doi: 10.1093/carcin/4.12.1619. PMID: 6317218. 11: Hilton MA, Hoffman JL, Sparks MK. Effect of methotrexate with 5-methyltetrahydrofolate rescue and dietary homocystine on survival of leukemic mice and on concentrations of liver adenosylamino acids. Cancer Res. 1983 Nov;43(11):5210-6. PMID: 6616457. 12: Njaa LR, Aksnes A. The nitrogen-sparing effect of methionine sulphoxide and some other sulphur-containing amino acids. Br J Nutr. 1982 Nov;48(3):565-70. doi: 10.1079/bjn19820141. PMID: 7171541. 13: Serafin JA. Factors influencing methionine toxicity in young bobwhite quail. Poult Sci. 1981 Jan;60(1):204-14. doi: 10.3382/ps.0600204. PMID: 6785733. 14: Pesti GM, Harper AE, Sunde ML. Choline/methionine nutrition of starting broiler chicks. Three models for estimating the choline requirement with economic considerations. Poult Sci. 1980 May;59(5):1073-81. doi: 10.3382/ps.0591073. PMID: 7393840. 15: Halpern BC, Ezzell R, Hardy DN, Clark BR, Ashe H, Halpern RM, Smith RA. Effect of methionine replacement by homocystine in cultures containing both malignant rat breast carcinosarcoma (Walker-256) cells and normal adult rat liver fibroblasts. In Vitro. 1975 Jan-Feb;11(1):14-9. doi: 10.1007/BF02615317. PMID: 1126735. 16: Sen NP, McGeer PL. Increased excretion of formimino-glutamic acid by vitamin B12-deficient rats after a load of DL-homocystine or oxidized glutathione. Can J Biochem. 1966 Feb;44(2):286-91. doi: 10.1139/o66-033. PMID: 5940565. 17: TYNDALL RL, LUDWIG EH. L-CYSTINE REQUIREMENT FOR PRODUCTION OF COXSACKIE B3 VIRUS IN CULTURED MONKEY HEART CELLS. J Bacteriol. 1963 Jun;85(6):1339-45. doi: 10.1128/jb.85.6.1339-1345.1963. PMID: 14047227; PMCID: PMC278338. 18: LANKFORD CE, RODE LJ, SCHUHARDT VT. Effect of methionine upon utilization of DL-homocystine by Brucella suis. Proc Soc Exp Biol Med. 1952 Aug- Sep;80(4):727-31. doi: 10.3181/00379727-80-19744. PMID: 12983395.