6-Biopterin - 2mM in DMSO , CAS No.22150-76-1

CAS: 22150-76-1 Cat. No.: B422652 Formule: C₉H₁₁N₅O₃ Poids moléculaire: 237.22 Beilstein Registry Number: 87860 Numéro CE: 244-807-8

GRADE & PURITY 2mM in DMSO

Synonyms

2-amino-6-((1R,2S)-1,2-dihydroxypropyl)pteridin-4(1H)-one | DB05974 | AI3-24649 | (S-(R*,S*))-2-Amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one | SCHEMBL18662632 | DTXSID30912041 | EN300-7365623 | L-Biopterin | 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3H-p

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Vue d’ensemble

Biopterin has two isomers (D- and L-biopterin). We sell only L-Biopterin. The hydrogenated forms of biopterin i.e. dihydrobiopterin and tetrahydrobiopterin are involved in many important biochemical functions in the human body, among which are the hydroxylation of tyrosine, phenylalanine and tryptophan.
6-Biopterin is an oxidation product from the melanogenesis regulating cofactor (6R)5,6,7,8 tetrahydrobiopterin (6-BH4). In vitro, 6-Biopterin is cytotoxic to melanocytes. However, in vivo, 6-Biopterin is rapidly and sequentially reduced back to 6-GH4 via q-BH2. Recent studies suggest that 6-Biopterin among other pteridines may be a useful non-invasive biomarker for cancer

Specifications

Synonymes

2-amino-6-((1R,2S)-1,2-dihydroxypropyl)pteridin-4(1H)-one | DB05974 | AI3-24649 | (S-(R*,S*))-2-Amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one | SCHEMBL18662632 | DTXSID30912041 | EN300-7365623 | L-Biopterin | 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3H-p

Spécifications et pureté

2mM in DMSO

Mécanismes biochimiques et physiologiques

Coenzyme and obligate cofactor of iNOS activity. Regulated by adrenergic cyclic adenosine monophasphate-dependent mechanism. Cofactor for neurotransmitters. Active in vitro and in vivo .

Conditions de stockage de stockage

Store at -80°C

Expédié en

Dry ice packs + Cold packs

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

• Pubchem Sid: 528765191
• Sourires canoniques: CC(C(C1=CN=C2C(=N1)C(=O)NC(=N2)N)O)O
• IUPAC Name: 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-3H-pteridin-4-one
• InChIKey: LHQIJBMDNUYRAM-DZSWIPIPSA-N
• INCHI: 1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h2-3,6,15-16H,1H3,(H3,10,11,13,14,17)/t3-,6-/m0/s1
• Isomères SMILES: C[C@@H]([C@@H](C1=CN=C2C(=N1)C(=O)NC(=N2)N)O)O
• WGK Allemagne: 3
• RTECS: UO3506000
• Poids moléculaire: 237.22
• Beilstein: 87860
• Reaxy-Rn: 234314
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=234314&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Pteridines and derivatives
      • Subclass Pterins and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Pteridines and derivatives
• Subclass: Pterins and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Biopterins and derivatives
• Alternative Parents: Pyrimidones Aminopyrimidines and derivatives Pyrazines Vinylogous amides Heteroaromatic compounds Secondary alcohols 1,2-diols Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives Aromatic alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Biopterin - Aminopyrimidine - Pyrimidone - Pyrazine - Pyrimidine - Heteroaromatic compound - Vinylogous amide - 1,2-diol - Secondary alcohol - Azacycle - Organic oxygen compound - Alcohol - Aromatic alcohol - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxide - Amine - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as biopterins and derivatives. These are coenzymes containing a 2-amino-pteridine-4-one derivative. They are mainly synthesized in several parts of the body, including the pineal gland.
• External Descriptors: biopterin

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propriétés chimiques et physiques

• Poids moléculaire: 237.220 g/mol
• XLogP3: -2.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 237.086 Da
• Monoisotopic Mass: 237.086 Da
• Topological Polar Surface Area: 134.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 348.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1