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5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE

Product Name
5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE
CAS No.
979-92-0
Chemical Name
5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE
Synonyms
S-ADENOSYL-L-HOMOCYSTEINE;s-adenosylhomocysteine;ADOHCY;hpce;Adenosylhomocysteine;S-Adenosyl-L-homocystein;S-(5'-ADENOSYL)-L-HOMOCYSTEINE;5'-DEOXY-S-ADENOSYL-;Adenosyl-L-homocysteine;L-S-AdenosylhoMocysteine
CBNumber
CB4451354
Molecular Formula
C14H20N6O5S
Formula Weight
384.41
MOL File
979-92-0.mol
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5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE Property

Melting point:
209-211 °C
Boiling point:
787.5±70.0 °C(Predicted)
Density 
1.91±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
1 M HCl: soluble19.60 - 20.40mg/mL, clear to slightly hazy, colorless to faintly yellow
pka
2.22±0.10(Predicted)
form 
crystalline
color 
Off-White to Brown
BRN 
99188
Stability:
Hygroscopic
InChIKey
ZJUKTBDSGOFHSH-WFMPWKQPSA-N
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Safety

WGK Germany 
3
F 
8-10-23
HS Code 
2934990002
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A9384
Product name
S-(5′-Adenosyl)-L-homocysteine
Purity
crystalline
Packaging
10mg
Price
$106
Updated
2024/03/01
Sigma-Aldrich
Product number
1012112
Product name
S-(5′-Adenosyl)-L-homocysteine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
50mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
13603
Product name
S-Adenosylhomocysteine
Purity
≥98%
Packaging
5mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
13603
Product name
S-Adenosylhomocysteine
Purity
≥98%
Packaging
10mg
Price
$62
Updated
2024/03/01
Sigma-Aldrich
Product number
A9384
Product name
S-(5′-Adenosyl)-L-homocysteine
Purity
crystalline
Packaging
25mg
Price
$179
Updated
2024/03/01
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5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE Chemical Properties,Usage,Production

Description

S-Adenosyl-L-homocysteine (SAH) is an amino acid derivative and an intermediate, by-product, or modulator of several metabolic pathways, including the activated methyl cycle and cysteine biosynthesis. It is also a product of S-adenosyl-methionine (SAM)-dependent methylation of biological molecules, including DNA, RNA, and histones and other proteins. SAH is a risk factor for many diseases, including cancer and neurodegenerative diseases. In addition, inhibitors that block its hydrolysis are being developed as anti-viral, anti-parasitic, anti-arthritic and immunosuppressive agents.

Chemical Properties

Pale Beige Solid

Uses

A novel biomarker for predicting susceptibility of a subject to a mental or neurodegenerative disorder.

Uses

SAH is suitable for use:

  • to investigate whether AdoHcy competes with AdoMet in the down-regulation of reporter activity of LUC reporter gene
  • as a reagent to study the abundance patterns of SAH and its correlation with vertebrate metamorphosis
  • in the optimization of the protein (lysine K) methyltransferase SET7/9 activity assay
  • in the fluorescence polarization (FP) assay during dengue virus methyltransferase activity measurement
  • as a standard for the measurement of SAH from blood samples by high performance liquid chromatography (HPLC) with fluorimetric detection method

Definition

ChEBI: The S-adenosyl derivative of L-homocysteine.

Biochem/physiol Actions

S-(5′-Adenosyl)-L-homocysteine (AdoHcy/SAH) is a component of intracellular homocysteine stress. AdoHcy is a competitive inhibitor (versus AdoMet) of DNA methyltransferases (S-adenosyl-L-methionine (AdoMet)-dependent methyltransferases) involved in epigenetics. Consequently, AdoHcy is used in a variety of studies on epigenetics in hyperhomocysteinemic states. AdoHcy is metabolized by S-adenosylhomocysteine hydrolase (AHCY). AdoHcy is the product of enzymatic transmethylation reactions involving S-Adenosylmethionine (SAM). It is reconverted to SAM by its cleavage into adenosine and L-homocysteine, a substrate of thetin-homocysteine S-methyltransferase. The concentration alterations of SAM and SAH in plasma serve as predictors of cellular methylation potential and metabolic alterations. Methylation capacity indicates specific genetic polymorphisms and/or nutritional deficiencies. Methylation is important in epigenetics, reprogramming, and cancer.

Purification Methods

It has been recrystallised several times from aqueous EtOH or H2O to give small prisms and has max 260nm in H2O. The picrate has m 170o(dec) from H2O. [Baddiley & Jameison J Chem Soc 1085 1955, de la Haba & Cantoni J Biol Chem 234 603 1959, Borchardt et al. J Org Chem 41 565 1976, NMR: Follmann et al. Eur J Biochem 47 187 1974, Beilstein 26 III/IV 3676.]

5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE Suppliers

Canada 1 China 146 China Hong Kong 1 Germany 3 India 6 Switzerland 1 United Kingdom 3 United States 16 Global 177
SIGMA-RBI
Tel
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Country
Switzerland
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6896
Advantage
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View Lastest Price from 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE manufacturers

Huida Pharmaceutical Technology (Shanghai) Co., Ltd.
Product
5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE 979-92-0
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
100kg
Release date
2023-03-09
Career Henan Chemical Co
Product
5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE 979-92-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons
Release date
2020-03-04

979-92-0, 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINERelated Search:

Ademetionine disulfate tosylate L-Cysteine S-Adenosyl-L-methionine S-Adenosyl-L-Methionine-d3 S-Adenosyl-L-Homocysteine-15N4 S-ADENOSYL-L-METHIONINE IODIDE SALT L-HOMOCYSTEINE 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE Ademetionine 1,4-butanedisulfonate S-ADENOSYL-L-METHIONINE S-ADENOSYL-L-METHIONINE-D3 (S-METHYL-D3) TETRA(P-TOLUENESULFONATE) SALT 8-Aasm S-ADENOSYL-L-METHIONINE CHLORIDE SALT S-ADENOSYL-L-METHIONINE, [METHYL-14C] 5'-DEOXYADENOSINE S-Adenosyl-5'-L-methionineSulfate,p-Toluenesulfonate S-ADENOSYL-L-METHIONINE DISULFATE TOSYLATE ADENOSYL-L-METHIONINE, S-[CARBOXYL-14C]

  • (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methylsulfanyl]butanoic acid
  • 5μ-Deoxy-S-adenosyl-L-homocysteine, AdoHcy, S-(5μ-Deoxyadenosine-5μ)-L-homocysteine
  • 5-S'-[(S)-3-Amino-3-carboxypropyl]-5'-thioadenosine
  • Adenosylhomocysteine
  • Adenosyl-L-homocysteine
  • S-(5′-Adenosyl)-L-homocysteine,5′-Deoxy-S-adenosyl-L-homocysteine, AdoHcy, S-(5′-Deoxyadenosine-5′)-L-homocysteine
  • S-Adenosyl-L-Homocysteine (50 mg)
  • L-5'-S-(3-AMino-3-carboxypropyl)- 5'-thioadenosine
  • L-S-AdenosylhoMocysteine
  • S-(5'-Deoxyadenosin-5'-yl)-L-hoMocysteine
  • AdenosylhoMocysteine-13C5
  • Adenosyl-L-hoMocysteine-13C5
  • L-5'-S-(3-AMino-3-carboxypropyl)- 5'-thioadenosine-13C5
  • L-S-AdenosylhoMocysteine-13C5
  • S-(5'-Deoxyadenosin-5'-yl)-L-hoMocysteine-13C5
  • ( 35 ) -5-( 3-AMINO.-3 CARBOXYPROPYL) THIO ) -5-DEOXYADENOSINE
  • S-ADENOSYL-L-HOMOCYSTEINE (ADENOSINE-13C10, 98%)
  • 5'-DEOXY-S-ADENOSYL-
  • -Adenosyl)-<SC>L</SC>-homocysteine
  • S-(5'-deoxyadenosin-5'-yl)
  • S-(5'-ADENOSYL)-L-HOMOCYSTEINE
  • S-(5'-DEOXYADENOSINE-5')-L-HOMOCYSTEINE
  • S-ADENOSYL-L-HOMOCYSTEINE
  • s-adenosylhomocysteine
  • HOMOCYSTEINE, S-ADENOSYL
  • ADOHCY
  • 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE
  • (S)-5'-(S)-(3-amino-3-carboxypropyl)-5'-thioadenosine
  • S-(5'-Adenosyl)-L-homocysteine;AdoHcy;S-(5'-Deoxyadenosine)-L-homocysteine
  • S-(5'-Deoxyadenosine)-L-homocysteine
  • hpce
  • S-(5'-Adenosyl)-L-homocysteine dihydrate
  • Ademetionine 1,4-Butanedisulfonate Impurity 1
  • S-Adenosyl-L-homocystein
  • SAH (S-Adenosylhomocysteine)
  • L-Homocysteine, S-(5'-deoxyadenosin-5'-yl)-
  • (S)-2-amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)butanoic acid
  • 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE USP/EP/BP
  • S-(5-Adenosyl)-L-Homocysteine extrapure, 99%
  • S-Adenosyl-L-Homecysteine
  • inhibit,SAH,Endogenous Metabolite,Inhibitor
  • Butanedisulfonate Ademetionine Impurity
  • (S)-2-Amino-4-[[[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-2-tetrahydrofuryl]methyl]thio]butanoic Acid
  • 5'-Deoxy-S-Adenosyl-L-Homocystmine
  • S-(5'-Adenosyl)-L-homocysteine
  • 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE
  • (S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosine
  • 979-92-0
  • 972-92-0
  • C14H20N6O5S2H2O
  • C14H20N6O5S
  • A - H
  • BioChemical
  • Amino Acid Library
  • Amino Acids and Peptides
  • Biochemicals and Reagents
  • Metabolic Libraries
  • Metabolomics