6-Biopterin - ≥97% , CAS No.22150-76-1

CAS: 22150-76-1 Cat. No.: B120760 Peso molecular: 237.22 Beilstein Registry Number: 87860 Número EC: 244-807-8

GRADE & PURITY ≥97%

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 2-8°C

Shipped In

Wet ice

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥97%

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nota

Wherever 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.

Pureza

≥97%

Nombres e identificadores

• Pubchem Sid: 504773266
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773266
• Sonrisas canónicas: 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
• Isómeros SMILES: C[C@@H]([C@@H](C1=CN=C2C(=N1)C(=O)NC(=N2)N)O)O
• WGK Alemania: 3
• RTECS: UO3506000
• Peso molecular: 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
    • Clase Pteridines and derivatives
      • Subclass Pterins and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Bioptein is very slightly soluble in water. The solubility of biopterin is about 0.01 g per 100 g of water (220C). Concentrated solutions of biopterin may be prepared using 0.05M NaOH. Ultrasonication may be used to improve dissolution.
• Peso molecular: 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