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H4628

Sigma-Aldrich

DL-Homocysteine

≥95% (titration)

Synonym(s):

2-Amino-4-mercaptobutyric acid

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About This Item

Linear Formula:
HSCH2CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
135.18
Beilstein:
1721683
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
42021308
PubChem Substance ID:
NACRES:
NA.26
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Product Name

DL-Homocysteine, ≥95% (titration)

Quality Level

Assay

≥95% (titration)

form

powder

mp

232-233 °C (lit.)

solubility

H2O: soluble

application(s)

cell analysis
peptide synthesis

storage temp.

−20°C

SMILES string

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

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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.[1][2]

Biochem/physiol Actions

Homocysteine is a sulfhydryl-containing amino acid, synthesized from methionine. It is a non-essential, non-proteinogenic amino acid.[3] 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.[4][5]
Increased plasma homocysteine is a risk factor for coronary heart disease and carcinogenesis; may be a marker for tumor cell growth.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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The Molecular and Cellular Effect of Homocysteine Metabolism Imbalance on Human Health
Henrieta S
International Journal of Molecular Sciences, 17(10), 1733-1733 (2016)
Effects of vitamin supplementation and hyperhomocysteinemia on atherosclerosis in apoE-deficient mice
Ji Zhou
Atherosclerosis, 168(2), 255-262 (2003)
Role of homocysteine in the development of cardiovascular disease
Paul Ganguly and Sreyoshi Fatima Alam
Nutrition Journal, 14(6) (2015)
Homocysteine: role and implications in atherosclerosis.
Guthikonda S and Haynes WG
Current Atherosclerosis Reports, 8(2), 100-106 (2006)
Hyperhomocysteinemia decreases bone blood flow
Neetu Tyagi
Vascular Health, 7, 31-35 (2011)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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