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Sigma-Aldrich

7,8-Dihydro-L-biopterin

≥94% (HPLC)

Synonym(s):

2-amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-3H-pteridin-4-one

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About This Item

Empirical Formula (Hill Notation):
C9H13N5O3
CAS Number:
6779-87-9
Molecular Weight:
239.23
Beilstein:
536551
MDL number:
MFCD00049357
UNSPSC Code:
12352116
PubChem Substance ID:
57649709
NACRES:
NA.25

Assay

≥94% (HPLC)

storage temp.

−20°C

SMILES string

C[C@@H](O)[C@@H](O)C1=NC2=C(NC1)N=C(N)NC2=O

InChI

1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,6-/m1/s1

InChI key

FEMXZDUTFRTWPE-AWFVSMACSA-N

Application


  • A Landscape of Metabonomics for Intermingled Phlegm and Blood Stasis and Its Concurrent Syndromes in Stable Angina Pectoris of Coronary Heart Disease.: This study by Zheng et al. (2022) explores the metabolic profiles associated with phlegm and blood stasis syndromes in patients with stable angina pectoris. The research highlights the role of various metabolites, including 7,8-Dihydro-ʟ-biopterin, in the pathophysiology of these syndromes, suggesting potential diagnostic and therapeutic targets (Zheng et al., 2022).

  • Three-dimensional structure of human tryptophan hydroxylase and its implications for the biosynthesis of the neurotransmitters serotonin and melatonin.: Wang et al. (2002) present the crystal structure of human tryptophan hydroxylase, providing detailed insights into the enzyme′s interaction with cofactors such as 7,8-Dihydro-ʟ-biopterin. This structural information is crucial for developing drugs targeting neurotransmitter biosynthesis pathways (Wang et al., 2002).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Saptarshi Kar et al.
Free radical biology & medicine, 51(7), 1411-1427 (2011-07-12)
Endothelial dysfunction is associated with increase in oxidative stress and low NO bioavailability. The endothelial NO synthase (eNOS) uncoupling is considered an important factor in endothelial cell oxidative stress. Under increased oxidative stress, the eNOS cofactor tetrahydrobiopterin (BH(4)) is oxidized
An L Moens et al.
Journal of molecular and cellular cardiology, 51(4), 564-569 (2011-06-08)
The exogenous administration of tetrahydrobiopterin (BH4), an essential cofactor of nitric oxide synthase (NOS), has been shown to reduce left ventricular hypertrophy, fibrosis, and cardiac dysfunction in mice with pre-established heart disease induced by pressure-overload. In this setting, BH4 re-coupled
Angela Weinmann et al.
Pediatric research, 69(4), 325-329 (2010-12-24)
Breast milk reduces the incidence of necrotizing enterocolitis (NEC). BH4 is a cofactor for endothelial NOS (eNOS). Reduced BH4 levels, or its oxidation to dihydrobiopterin (BH2), uncouple eNOS resulting in formation of reactive oxygen species (ROS) that have been implicated
Stephen Wedgwood et al.
American journal of physiology. Lung cellular and molecular physiology, 302(6), L616-L626 (2011-12-27)
NADPH oxidase is a major source of superoxide anions in the pulmonary arteries (PA). We previously reported that intratracheal SOD improves oxygenation and restores endothelial nitric oxide (NO) synthase (eNOS) function in lambs with persistent pulmonary hypertension of the newborn
Mark J Crabtree et al.
Free radical biology & medicine, 50(11), 1639-1646 (2011-03-16)
Tetrahydrobiopterin (BH4) is a required cofactor for the synthesis of NO by endothelial nitric oxide synthase (eNOS), and endothelial BH4 bioavailability is a critical factor in regulating the balance between NO and superoxide production (eNOS coupling). Biosynthesis of BH4 is
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