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ALX-440-046 Revised 07-Sep-06
4-Amino-(6R)-5,6,7,8-tetrahydro-L-biopterin . dihydrochloride
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SYNONYMS 4-Amino-(6R)-BH4 . 2HCl
PRODUCT LINE Nitric Oxide Pathway
PRODUCT CATEGORY NOS Inhibitors (NOS Induction & Enzyme Activity)
Ordering Information
Product Numbers: Format: Size: Unit Price: Quantity: Add To Cart
ALX-440-046-M005   5 mg 370.00 USD Add To Cart
Product Specification
FORMULA: C9H16N6O2 . 2HCl
MW: 240.3 . 73.0
PURITY: ≥99%
APPEARANCE: White to off-white powder.
SOLUBILITY: Soluble in water.
SHIPPING: AMBIENT
LONG TERM STORAGE: -20°C
USE/STABILITY: Stable for several years when stored at -20°C.
Sensitive to oxidation, especially in neutral and alkaline solutions. Solutions must be stored at -20°C or colder immediately after preparation. Use oxygen free water with the lowest possible pH. Ascorbic acid, DTT or other antioxidants may be added in order to increase stability.

Product Description
Potent, reversible inhibitor of nitric oxide synthases (NOS) at their pterin-site. Inhibits the formation of nitric oxide (NO) by nNOS (NOS I) with IC50=1.1µM for arginine (Prod. No. ALX-101-004) and IC50=1.3µM for NG-hydroxy-L-arginine (Prod. No. ALX-106-004). Prolongs allograft survival in vivo and rescues rats from septic shock. Immunosuppressant.
Product Specific Literature References
Tetrahydrobiopterin binding to macrophage inducible nitric oxide synthase: heme spin shift and dimer stabilization by the potent pterin antagonist 4-amino-tetrahydrobiopterin: B. Mayer, et al.; Biochemistry 36, 8422 (1997) Abstract
Allosteric modulation of rat brain nitric oxide synthase by the pterin-site enzyme inhibitor 4-aminotetrahydrobiopterin: S. Pfeiffer, et al.; Biochem. J. 328, 349 (1997) Abstract; Full Text
Preferential inhibition of inducible nitric oxide synthase in intact cells by the 4-amino analogue of tetrahydrobiopterin: K. Schmidt, et al.; Eur. J. Biochem. 259, 25 (1999) Abstract; Full Text
Protection against endotoxemia in rats by a novel tetrahydrobiopterin analogue: S. Bahrami, et al.; Shock 13, 386 (2000) Abstract
Inhibition of endotoxin-induced vascular hyporeactivity by 4-amino-tetrahydrobiopterin: H.D. Gibraeil, et al.; Br. J. Pharmacol. 131, 1757 (2000) Abstract
The 4-amino analogue of tetrahydrobiopterin efficiently prolongs murine cardiac-allograft survival: G. Brandacher, et al.; J. Heart Lung Transplant. 20, 747 (2001) Abstract
A 4-amino analogue of tetrahydrobiopterin attenuates endotoxin-induced hemodynamic alterations and organ injury in rats: F. Fitzal, et al.; Shock 18, 158 (2002) Abstract
Biopterin analogues: novel nitric oxide synthase inhibitors with immunosuppressive action: E.R. Werner and G. Werner-Felmayer; Curr. Drug Metab. 3, 119 (2002), (Review) Abstract
Single-turnover of nitric-oxide synthase in the presence of 4-amino-tetrahydrobiopterin: proposed role for tetrahydrobiopterin as a proton donor: M. Sorlie, et al.; J. Biol. Chem. 278, 48602 (2003) Abstract; Full Text
Ability of tetrahydrobiopterin analogues to support catalysis by inducible nitric oxide synthase: formation of a pterin radical is required for enzyme activity: A.R. Hurshman, et al.; Biochemistry 42, 13287 (2003) Abstract
CO exchange of the oxyferrous complexes of endothelial nitric-oxide synthase oxygenase domain in the presence of 4-amino-tetrahydrobiopterin: S. Marchal, et al.; J. Inorg. Biochem. 98, 1217 (2004) Abstract
Tetrahydropteridines suppress gene expression and induce apoptosis of activated RAW264.7 cells via formation of hydrogen peroxide: G. Thoeni, et al.; Free Radic. Biol. Med. 37, 375 (2004) Abstract
Tetrahydro-4-aminobiopterin attenuates dendritic cell-induced T cell priming independently from inducible nitric oxide synthase: G. Thoeni, et al.; J. Immunol. 174, 7584 (2005) Abstract; Full Text
Further Categories Containing This Product:
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