CAS 979-92-0

L-Homocysteine, S-(5'-deoxyadenosin-5'-yl)-

Description:

L-Homocysteine, S-(5'-deoxyadenosin-5'-yl)-, also known by its CAS number 979-92-0, is a sulfur-containing amino acid derivative that plays a significant role in various biochemical processes, particularly in the metabolism of homocysteine. This compound is characterized by the presence of a homocysteine backbone linked to a 5'-deoxyadenosine moiety, which is crucial for its biological activity. It is typically involved in methylation reactions and is a key intermediate in the transsulfuration pathway, influencing the synthesis of cysteine and other important biomolecules. The compound is soluble in water and exhibits polar characteristics due to the presence of amino and carboxyl functional groups. Its biological significance is underscored by its involvement in cardiovascular health, as elevated levels of homocysteine are associated with an increased risk of cardiovascular diseases. Additionally, L-homocysteine derivatives are studied for their potential roles in cellular signaling and as biomarkers for various health conditions.

Formula: C₁₄H₂₀N₆O₅S

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: InChIKey=ZJUKTBDSGOFHSH-WFMPWKQPSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](CSCC[C@@H](C(O)=O)N)[C@H]1O

Synonyms:

• (S)-5'-(S)-(3-Amino-3-carboxypropyl)-5'-thioadenosin
• (S)-5'-(S)-(3-amino-3-carboxipropil)-5'-tioadenosina
• (S)-5'-(S)-(3-amino-3-carboxypropyl)-5'-thioadenosine
• <span class="text-smallcaps">L</span>-Homocysteine, S-(5′-deoxyadenosin-5′-yl)-
• <span class="text-smallcaps">L</span>-S-Adenosylhomocysteine
• Adenosine, 5'-S-(3-amino-3-carboxypropyl)-5'-thio-, L-
• Adenosine, 5′-S-(3-amino-3-carboxypropyl)-5′-thio-, <span class="text-smallcaps">L</span>-
• Adenosyl-<span class="text-smallcaps">L</span>-homocysteine
• Adenosyl-L-homocysteine
• Adenosylhomocysteine
• Homocysteine, S-adenosyl-, <span class="text-smallcaps">L</span>-
• Homocysteine, S-adenosyl-, L-
• L-S-Adenosylhomocysteine
• S-(5'-Adenosyl)-L-homocysteine
• S-(5′-Adenosyl)-<span class="text-smallcaps">L</span>-homocysteine
• S-(5′-Deoxyadenosin-5′-yl)-<span class="text-smallcaps">L</span>-homocysteine
• S-Adenosyl-<span class="text-smallcaps">L</span>-homocysteine
• S-Adenosyl-L-homocysteine
• S-Adenosylhomocysteine
• SAH (S-Adenosylhomocysteine)
• L-Homocysteine, S-(5′-deoxyadenosin-5′-yl)-
• S-(5′-Deoxyadenosin-5′-yl)-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 acid (non-preferred name)
• 2-amino-4-({[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}sulfanyl)butanoic acid (non-preferred name)
• L-Homocysteine, S-(5'-deoxyadenosin-5'-yl)-
• 5'-Deoxy-s-adenosyl-L-homocysteine
• S-Adenosyl-L-homocystein
• AdenosylhoMocysteine-13C5
• S-(5'-Deoxyadenosin-5'-yl)-L-hoMocysteine-13C5
• 5μ-Deoxy-S-adenosyl-L-homocysteine, AdoHcy, S-(5μ-Deoxyadenosine-5μ)-L-homocysteine
• Adenosyl-L-hoMocysteine-13C5
• S-(5′
• (S)-2-amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)thio)butanoic acid
• S-Adenosyl-L-Homocysteine (50 mg)
• L-5'-S-(3-AMino-3-carboxypropyl)-
• (2S)-2-amino-4-[[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methylsulfanyl]butanoic acid
• ADOHCY
• S-(5'-DEOXYADENOSINE-5')-L-HOMOCYSTEINE
• L
• S-(5'-deoxyadenosin-5'-yl)
• -homocysteine
• 5'-thioadenosine-13C5
• L-S-AdenosylhoMocysteine-13C5
• -Adenosyl)-
• hpce
• S-(5′-Adenosyl)-L-homocysteine,5′-Deoxy-S-adenosyl-L-homocysteine, AdoHcy, S-(5′-Deoxyadenosine-5′)-L-homocysteine
• S-ADENOSYL-L-HOMOCYSTEINE (ADENOSINE-13C10, 98%)
• ( 35 ) -5-( 3-AMINO.-3 CARBOXYPROPYL) THIO ) -5-DEOXYADENOSINE
• 5'-DEOXY-S-ADENOSYL-
• S-(5'-Deoxyadenosine)-L-homocysteine
• S-(5'-Adenosyl)-L-homocysteine dihydrate
• S-(5'-Adenosyl)-L-homocysteine;AdoHcy;S-(5'-Deoxyadenosine)-L-homocysteine
• 5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE USP/EP/BP
• HOMOCYSTEINE, S-ADENOSYL
• 5'-thioadenosine
• Ademetionine 1,4-Butanedisulfonate Impurity 1

S-Adenosyl-L-Homocysteine

CAS: 979-92-0

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₁₄H₂₀N₆O₅S

Color and Shape: White Crystalline Powder

Molecular weight: 384.12159

Ref: 45-1012112

S-Adenosyl-L-homocysteine

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Purity: 97%

Color and Shape: Solid

Molecular weight: 384.4108

Ref: IN-DA006AE7

S-Adenosyl-L-Homocysteine

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Molecular weight: 384.41

Ref: 4Z-C-7727

S-Adenosylhomocysteine

CAS: 979-92-0

S-Adenosylhomocysteine

Purity: 98%

Molecular weight: 384.41g/mol

Ref: 54-OR1014905

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

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Purity: (HPLC) ≥ 98.0%

Color and Shape: White to almost white powder

Molecular weight: 384.41

Ref: 7W-GN9993

SAH

CAS: 979-92-0

SAH

Purity: ≥98%

Molecular weight: 384.41g/mol

Ref: 54-BUP06704

SAH

CAS: 979-92-0

SAH (SAH (S-Adenosylhomocysteine)) is an inhibitor for the METTL3-METTL14 heterodimer complex (METTL3-14, IC50: 0.9 μM).

Formula: C₁₄H₂₀N₆O₅S

Purity: 98.45% - >99.99%

Color and Shape: Solid

Molecular weight: 384.41

Ref: TM-TQ0208

S-Adenosyl-L-Homocysteine-15N4

CAS: 979-92-0

Formula: C₁₄H₂₀N₂₁₅N₄O₅S

Molecular weight: 388.38

Ref: 4Z-C-7728

S-(5'-Adenosyl)-L-homocysteine-d4

Controlled Product

CAS: 979-92-0

Applications S-(5'-Adenosyl)-L-homocysteine-d4 is labelled S-(5'-Adenosyl)-L-homocysteine (A291500), a novel biomarker for predicting susceptibility of a subject to a mental or neurodegenerative disorder.
References Chamberlin, M., et al.: J. Clin. Invest., 98, 1021 (1996); Zoccolella, S., et al.: Neurology, 70, 222 (2008)

Formula: C₁₄D₄H₁₆N₆O₅S

Color and Shape: Neat

Molecular weight: 388.44

Ref: TR-A291501

S-Adenosyl-L-Homocysteine

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Molecular weight: 384.41

Ref: ST-EA-CP-A88015

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

CAS: 979-92-0

S-(5'-Adenosyl)-L-homocysteine dihydrate is the active form of homocysteine. It has been shown to inhibit the growth of HL-60 cells and induce apoptosis in these cells. S-(5'-Adenosyl)-L-homocysteine dihydrate binds to dsDNA as a methyltransferase inhibitor, which leads to DNA methylation and inhibits DNA binding. The inhibition of DNA binding prevents transcription, leading to cell death. This drug has also been shown to have an anti-atherosclerotic effect in a model system by inhibiting the adenosine receptor.

Formula: C₁₄H₂₀N₆O₅S•(H₂O)₂

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 420.44 g/mol

Ref: 3D-NA17223

S-(5′-deoxyadenosin-5′-yl)-L-Homocysteine

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Purity: 97%

Molecular weight: 384.41

Ref: 10-F448169

S-(((2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl-2,3,4,5-13C4)methyl-13C)-L-homocysteine

CAS: 979-92-0

Formula: C₉₁₃C₅H₂₀N₆O₅S

Color and Shape: Neat

Molecular weight: 389.37

Ref: TR-A291502

S-(5-Adenosyl)-L-Homocysteine extrapure, 99%

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Purity: min.99%

Color and Shape: White, Crystalline powder

Molecular weight: 384.41

Ref: SR-46600

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

CAS: 979-92-0

Formula: C₁₄H₂₀N₆O₅S

Color and Shape: Neat

Molecular weight: 384.41

Ref: TR-A291500

S-(((2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl-13C5)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)-L-homocysteine

Controlled Product

CAS: 979-92-0

Formula: C₉₁₃C₅H₂₀N₆O₅S

Color and Shape: Neat

Molecular weight: 389.37

Ref: TR-A291504

S-(((2S,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl-13C)-L-homocysteine-13C4

Controlled Product

CAS: 979-92-0

Formula: C₉₁₃C₅H₂₀N₆O₅S

Color and Shape: Neat

Molecular weight: 389.37

Ref: TR-A291507