CAS
17057-95-3 Purity
96%
17057-95-3 Purity
96%
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4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-
CAS
17094-01-8
Catalog Number
ACM17094018
Category
Main Products
Molecular Weight
237.22
Molecular Formula
C9H11N5O3
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- Product Description
- Case Study
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- Synthetic Use
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Specification
Appearance
Solid
Effect of L-Sepiapterin on Endothelial Function Markers Induced by SLE Serum
Buie, Joy N. Jones, et al. Lupus Science & Medicine, 2019, 6(1), e000294.
The research explored SLE-induced endothelial dysfunction (ED) at the cellular scale by analyzing how SLE patient serum affects endothelial nitric oxide synthase (eNOS), nitric oxide (NO) production, and endothelial cellular function.
· Experimental Methods
Human umbilical vein endothelial cells (HUVECs) grew in SLE patient serum (n=25) or healthy patient serum (n=14) or in endothelial basal medium-2 (EBM-2) medium with fetal bovine serum that was either supplemented with L-Sepiapterin or not. The study investigated intracellular NO levels along with eNOS mRNA expression and measured oxygen consumption rate and neutrophil adhesion and migration as key parameters.
· Results
The mRNA expression of eNOS was increased in HUVECs cultured in SLE compared with healthy controls (p<0.05). SLE serum reduced NO production in HUVECs compared to EBM-2 cultured cells (p<0.05). Co-treatment of endothelial cells with L-sepiapterin preserved the ability of HUVECs to produce NO under SLE conditions (p<0.01). Addition of low-dose L-semepterin to cell cultures increased intracellular BH4 levels, thereby improving NO production in cells cultured with lupus serum. In other words, L-sepiapterin restored NO production in endothelial cells cultured with SLE serum.
L-Sepiapterin Regulates VEGF-A-Induced Cell Proliferation and Adhesion in HUVECs
Kim, Soo Hyeon, et al. Archives of pharmacal research, 2011, 34, 1571-1577.
This study demonstrates the role of the stable tetrahydrobiopterin precursor L-sepiapterin [S-(-)-2-Amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-4(1H)-pteridinone] in controlling VEGF-A-induced cell proliferation and adhesion in human umbilical vein endothelial cells (HUVECs).
Key Findings
· The ability of sepiapterin to prevent proliferation in VEGF-A treated HUVECs stems from its inhibition of expression levels of cyclin-dependent kinases including Cdk4 and Cdk2.
· The ability of sepiapterin to inhibit cell proliferation and adhesion caused by VEGF-A remains effective even after treatment with an NO synthase inhibitor demonstrating that sepiapterin acts through NO-independent pathways.
· Sepiapterin controls cell proliferation and adhesion triggered by VEGF-A by reducing the activity of signaling pathways that follow the VEGF receptor-2. These findings reveal sepiapterin serves as a regulatory agent in angiogenesis and suggest its use as an antiangiogenic therapy.
What is the molecular formula of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The molecular formula is C9H11N5O3.
What are the synonyms for 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The synonyms are sepiapterin, L-Sepiapterin, 17094-01-8, Sepiapterine, CNSA-001, and more.
What is the molecular weight of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The molecular weight is 237.22 g/mol.
When was 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]- created?
It was created on January 15, 2019.
What is the description of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The description is that it is a sepiapterin with L configuration.
What clinical trial is investigating 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
Clinical trial NCT03519711 is investigating this compound.
Where is 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]- found naturally?
It is found naturally in Caenorhabditis elegans and Bombyx mori.
What is the IUPAC name of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The IUPAC name is 2-amino-6-[(2S)-2-hydroxypropanoyl]-7,8-dihydro-3H-pteridin-4-one.
What is the InChIKey of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The InChIKey is VPVOXUSPXFPWBN-VKHMYHEASA-N.
What is the canonical SMILES of 4(3H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]-?
The canonical SMILES is CC(C(=O)C1=NC2=C(NC1)N=C(NC2=O)N)O.
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