S-(5′-Adenosyl)-L-homocysteine - ≥98%, high purity , CAS No.979-92-0

Item Number
S139501
Grouped product items
SKUSizeAvailabilityPrice Qty
S139501-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$50.90
S139501-10mg
10mg
In stock
$79.90
S139501-25mg
25mg
In stock
$129.90
S139501-100mg
100mg
In stock
$359.90
S139501-250mg
250mg
In stock
$629.90

Amino acid derivative that is an important intermediate in metabolic pathways.

View related series
Amine Organic building blocks

Basic Description

Synonyms5'-Deoxy-S-adenosyl-L-homocysteine | CCG-208703 | S-(5'-Adenosyl)-L-homocysteine, crystalline | S-(5'-Deoxyadenosine-5')-L-homocysteine | (2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsS-(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 epigen
Storage TempProtected from light,Store at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

SAH (S-Adenosylhomocysteine) is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine. SAH is an inhibitor for METTL3-METTL14 heterodimer complex (METTL3-14) with an IC50 of 0.9 µM.

application:

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

Associated Targets(Human)

DNMT3B Tchem DNA (cytosine-5)-methyltransferase 3B (3 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 (6 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
DOT1L Tchem Histone-lysine N-methyltransferase, H3 lysine-79 specific (8 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EZH2 Tclin Histone-lysine N-methyltransferase EZH2 (12 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EHMT1 Tchem Histone-lysine N-methyltransferase EHMT1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SMYD2 Tchem N-lysine methyltransferase SMYD2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CARM1 Tchem Histone-arginine methyltransferase CARM1 (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRMT5 Tchem Protein arginine N-methyltransferase 5 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRMT1 Tchem Protein arginine N-methyltransferase 1 (4 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRMT7 Tchem Protein arginine N-methyltransferase 7 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRMT3 Tchem Protein arginine N-methyltransferase 3 (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COMT Tclin Catechol O-methyltransferase (404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOB Tclin Monoamine oxidase B (8835 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 (978 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT3A Tclin DNA (cytosine-5)-methyltransferase 3A (310 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
INMT Tchem Indolethylamine N-methyltransferase (111 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PNMT Tchem Phenylethanolamine N-methyltransferase (540 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HNMT Tchem Histamine N-methyltransferase (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FASN Tchem Fatty acid synthase (3390 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SETD7 Tchem Histone-lysine N-methyltransferase SETD7 (390 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRMT1 Tchem Protein-arginine N-methyltransferase 1 (867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRMT3 Tchem Protein arginine N-methyltransferase 3 (219 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT3B Tchem DNA (cytosine-5)-methyltransferase 3B (150 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT1 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 5 (407 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRMT5 Tchem Protein arginine N-methyltransferase 5 (1273 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DOT1L Tchem Histone-lysine N-methyltransferase, H3 lysine-79 specific (648 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SUV39H1 Tchem Histone-lysine N-methyltransferase SUV39H1 (101 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT5A Tchem N-lysine methyltransferase SETD8 (202 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SUV39H2 Tchem Histone-lysine N-methyltransferase SUV39H2 (524 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SMYD2 Tchem N-lysine methyltransferase SMYD2 (395 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EZH2 Tclin Histone-lysine N-methyltransferase EZH2 (2012 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EZH1 Tchem Histone-lysine N-methyltransferase EZH1 (112 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT5C Tchem Histone-lysine N-methyltransferase SUV420H2 (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SETDB1 Tbio Histone-lysine N-methyltransferase SETDB1 (88 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NNMT Tchem Nicotinamide N-methyltransferase (469 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NSD2 Tchem Histone-lysine N-methyltransferase NSD2 (803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRMT5 Tchem PRMT5/MEP50 complex (963 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DNMT3A Tclin DNMT3A2/3L complex (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRMT7 Tchem Protein arginine N-methyltransferase 7 (86 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WDR5 Tchem MLL1-ASH2L/RbBP5/WDR5/DPY30 (42 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
METTL3 Tbio METTL3/METTL14 (156 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRDMT1 Tbio tRNA (cytosine(38)-C(5))-methyltransferase (277 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NSUN2 Tbio RNA cytosine C(5)-methyltransferase NSUN2 (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
METTL3 Tbio N6-adenosine-methyltransferase catalytic subunit (617 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Ahcy Adenosylhomocysteinase (45 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
erm rRNA adenine N-6-methyltransferase (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Carm1 Histone-arginine methyltransferase CARM1 (53 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
mtaD 5-methylthioadenosine/S-adenosylhomocysteine deaminase (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ASMT Acetylserotonin O-methyltransferase (28 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nonstructural protein 5 (92 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
trmD tRNA (guanine-N(1)-)-methyltransferase (63 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488189734
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488189734
IUPAC Name (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methylsulfanyl]butanoic acid
INCHI InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
InChi Key ZJUKTBDSGOFHSH-WFMPWKQPSA-N
Canonical SMILES C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CSCCC(C(=O)O)N)O)O)N
Isomeric SMILES C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N
PubChem CID 439155
Molecular Weight 384.41
Beilstein 99188

Certificates

Certificate of Analysis(COA)

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33 results found

Lot NumberCertificate TypeDateItem
L2405446Certificate of AnalysisNov 21, 2024 S139501
L2405411Certificate of AnalysisNov 21, 2024 S139501
L2405353Certificate of AnalysisNov 21, 2024 S139501
L2405352Certificate of AnalysisNov 21, 2024 S139501
L2306186Certificate of AnalysisNov 17, 2023 S139501
L2306185Certificate of AnalysisNov 17, 2023 S139501
D2428016Certificate of AnalysisNov 17, 2023 S139501
L2306184Certificate of AnalysisNov 17, 2023 S139501
L2306183Certificate of AnalysisNov 17, 2023 S139501
H2304271Certificate of AnalysisJul 03, 2023 S139501
H2304274Certificate of AnalysisJul 03, 2023 S139501
H2304272Certificate of AnalysisJul 03, 2023 S139501
H2304270Certificate of AnalysisJul 03, 2023 S139501
G2315046Certificate of AnalysisApr 27, 2023 S139501
E2329871Certificate of AnalysisApr 27, 2023 S139501
E2329856Certificate of AnalysisApr 27, 2023 S139501
E2329851Certificate of AnalysisApr 27, 2023 S139501
E2329837Certificate of AnalysisApr 27, 2023 S139501
E2329836Certificate of AnalysisApr 27, 2023 S139501
L2312014Certificate of AnalysisApr 27, 2023 S139501
I2227769Certificate of AnalysisOct 11, 2022 S139501
I2227770Certificate of AnalysisOct 11, 2022 S139501
I2227771Certificate of AnalysisOct 11, 2022 S139501
I2227772Certificate of AnalysisOct 11, 2022 S139501
B23111005Certificate of AnalysisOct 09, 2022 S139501
B23111006Certificate of AnalysisOct 09, 2022 S139501
B23111014Certificate of AnalysisOct 09, 2022 S139501
B23111015Certificate of AnalysisOct 09, 2022 S139501
B23111021Certificate of AnalysisOct 09, 2022 S139501
B23111036Certificate of AnalysisOct 09, 2022 S139501
B23111004Certificate of AnalysisOct 09, 2022 S139501
I2206051Certificate of AnalysisSep 13, 2022 S139501
H2225017Certificate of AnalysisAug 26, 2022 S139501

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Chemical and Physical Properties

SolubilityDMSO : 130 mg/mL (338.18 mM;Need ultrasonic)
SensitivityLight sensitive

Related Documents

Citations of This Product

1. Guorong Cheng, Zhiqiang Liu, Zhong Zheng, Fengrui Song, Xiaoyu Zhuang, Shu Liu.  (2022)  Cell Metabolomics Reveals the Potential Mechanism of Aloe Emodin and Emodin Inhibiting Breast Cancer Metastasis.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  23  (22): (13738).  [PMID:36430215] [10.3390/ijms232213738]
2. Jun Xiong, Ke-Ke Chen, Neng-Bin Xie, Tong-Tong Ji, Si-Yu Yu, Feng Tang, Conghua Xie, Yu-Qi Feng, Bi-Feng Yuan.  (2022)  Bisulfite-Free and Single-Base Resolution Detection of Epigenetic DNA Modification of 5-Methylcytosine by Methyltransferase-Directed Labeling with APOBEC3A Deamination Sequencing.  ANALYTICAL CHEMISTRY,  94  (44): (15489–15498).  [PMID:36280344] [10.1021/acs.analchem.2c03808]
3. Beijun Ang, Xinxin Xu, Liguang Xu, Liqiang Liu, Hua Kuang, Chuanlai Xu.  (2022)  Development of a colloidal gold strip assay for the detection of total homocysteine in serum samples.  ANALYST,  147  (19): (4348-4355).  [PMID:36040794] [10.1039/D2AN01105K]

References

1. Guorong Cheng, Zhiqiang Liu, Zhong Zheng, Fengrui Song, Xiaoyu Zhuang, Shu Liu.  (2022)  Cell Metabolomics Reveals the Potential Mechanism of Aloe Emodin and Emodin Inhibiting Breast Cancer Metastasis.  INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,  23  (22): (13738).  [PMID:36430215] [10.3390/ijms232213738]
2. Jun Xiong, Ke-Ke Chen, Neng-Bin Xie, Tong-Tong Ji, Si-Yu Yu, Feng Tang, Conghua Xie, Yu-Qi Feng, Bi-Feng Yuan.  (2022)  Bisulfite-Free and Single-Base Resolution Detection of Epigenetic DNA Modification of 5-Methylcytosine by Methyltransferase-Directed Labeling with APOBEC3A Deamination Sequencing.  ANALYTICAL CHEMISTRY,  94  (44): (15489–15498).  [PMID:36280344] [10.1021/acs.analchem.2c03808]
3. Beijun Ang, Xinxin Xu, Liguang Xu, Liqiang Liu, Hua Kuang, Chuanlai Xu.  (2022)  Development of a colloidal gold strip assay for the detection of total homocysteine in serum samples.  ANALYST,  147  (19): (4348-4355).  [PMID:36040794] [10.1039/D2AN01105K]

Solution Calculators