ChemicalBook > CAS DataBase List > 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE

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;SAH, 10 mM in DMSO;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
form: crystalline
pka: 2.22±0.10(Predicted)
color: Off-White to Brown
BRN: 99188
Stability:: Hygroscopic
InChIKey: ZJUKTBDSGOFHSH-WFMPWKQPSA-N
SMILES: C(O)(=O)[C@H](CCSC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O)N
CAS Number Unlabeled: 979-92-0

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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: $109
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1012112
Product name: S-(5′-Adenosyl)-L-homocysteine
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 50mg
Price: $392
Updated: 2025/07/31

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: $184
Updated: 2025/07/31

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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.]

References

[1] NATHAN P COUSSENS. High-throughput screening with nucleosome substrate identifies small-molecule inhibitors of the human histone lysine methyltransferase NSD2.[J]. The Journal of Biological Chemistry, 2018: 13750-13765. DOI: 10.1074/jbc.ra118.004274

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

Raw materials

Preparation Products

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View Lastest Price from 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE manufacturers

Hebei Longbang Technology Co., Ltd

Product: 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE 979-92-0
Price: US $6.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20TONS
Release date: 2025-01-15

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:

L-Cysteine S-Adenosyl-L-methionine Disulfate Tosylate 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'-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

S-adenosine-l-homocysteine

S-(5''-Adenosyl)-L-homocysteine, Amino acid derivative

SAH, 10 mM in DMSO

<i>S</i>-Adenosyl-<sc>L</sc>-homocysteine

S-(5′-Adenosyl)-<sc>L</sc>-homocysteine

SAH (S-Adenosyl-L-homocysteine)

S-(5′-Adenosyl)-L-homocysteine

D4-S- (5'-Adenosyl)-L-homocysteine

S-((5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)homocysteine

979-92-0

972-92-0

C14H20N6O5S2H2O

C14H20N6O5S

A - H