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Adenosylhomocysteine

Adenosylhomocysteine structure

CAS No:
979-92-0
Formula:
C14H20N6O5S
Chemical Name:
Adenosylhomocysteine
Synonyms:
L-Homocysteine,S-(5′-deoxyadenosin-5′-yl)-;Adenosine,5′-S-(3-amino-3-carboxypropyl)-5′-thio-,L-;Homocysteine,S-adenosyl-,L-;S-(5′-Deoxyadenosin-5′-yl)-L-homocysteine;Adenosylhomocysteine;S-Adenosylhomocysteine;Adenosyl-L-homocysteine;S-Adenosyl-L-homocysteine;L-S-Adenosylhomocysteine;S-(5′-Adenosyl)-L-homocysteine;SAH;SAH (S-Adenosylhomocysteine);120220-04-4;15519-61-6;21593-56-6;22620-01-5;361436-44-4
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

SAH is an amino acid derivative and a modulartor in several metabolic pathways. It is an intermediate in the synthesis of cysteine and adenosine.

Solid

S-adenosyl-L-homocysteine is an organic sulfide that is the S-adenosyl derivative of L-homocysteine. It has a role as a cofactor, an EC 2.1.1.79 (cyclopropane-fatty-acyl-phospholipid synthase) inhibitor, an EC 2.1.1.72 [site-specific DNA-methyltransferase (adenine-specific)] inhibitor, a fundamental metabolite and an epitope. It is a member of adenosines, an organic sulfide, a homocysteine derivative and a member of homocysteines. It is a conjugate acid of a S-adenosyl-L-homocysteinate. It is a tautomer of a S-adenosyl-L-homocysteine zwitterion.|5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine. Formed from S-adenosylmethionine after transmethylation reactions.|S-Adenosylhomocysteine is an amino acid derivative and an intermediate in the synthesis of cysteine and adenosine. S-adenosylhomocysteine (SAH) is formed upon S-adenosylmethionine (SAM)-dependent methylation (homocysteine methionine cycle) of biological molecules, such as DNA, RNA, and proteins. It is then hydrolyzed by S-adenosylhomocysteine hydrolase to form adenosine and homocysteine. As SAH modulates methylation dependent reactions, SAH levels and the ratio of SAH:SAM may be used to assess methylation status of macrocolecules.

Adenosylhomocysteine Basic Attributes

Molecular Weight：

384.41

Exact Mass：

384.41

EC Number：

213-560-8

UNII：

8K31Q2S66S

NCI Thesaurus Code：

C103149

HScode：

2934999090

Characteristics

PSA：

208

XLogP3：

-3.5

Appearance：

crystalline

Density：

1.9±0.1 g/cm3

Melting Point：

209-211 °C

Boiling Point：

787.5°C at 760 mmHg

Flash Point：

430.0±35.7 °C

Refractive Index：

1.839

Water Solubility：

1 M HCl: soluble19.60 - 20.40mg/mL, clear to slightly hazy, colorless to faintly yellow

Storage Conditions：

−20°C

Collision Cross Section：

182.7 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|179 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine]|182.9 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|189 Å² [M+Na]+ [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|186.4 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|180.3 Å² [M+Na-2H]- [CCS Type: DT, Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]|180.1 Å² [M-2H+Na]-

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

Drug Information

MeSH Entry Terms：

Adenosylhomocysteine, S

Adenosylhomocysteine Use and Manufacturing

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

Computed Properties

Molecular Weight:384.41
XLogP3:-3.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:7
Exact Mass:384.12158893
Monoisotopic Mass:384.12158893
Topological Polar Surface Area:208
Heavy Atom Count:26
Complexity:504
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Adenosylhomocysteine

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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Adenosylhomocysteine

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