MedKoo Cat#: 145355 | Name: Dyspropterin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dyspropterin is an intermediate which is formed from dihydroneopterin triphosphate in the biosynthetic pathway of tetrahydrobiopterin. Dyspropterin also serves as a cofactor in phenylalanine hydroxylase (EC 1.14.16.1) system.

Chemical Structure

Dyspropterin
Dyspropterin
CAS#89687-39-8

Theoretical Analysis

MedKoo Cat#: 145355

Name: Dyspropterin

CAS#: 89687-39-8

Chemical Formula: C9H11N5O3

Exact Mass: 237.0862

Molecular Weight: 237.22

Elemental Analysis: C, 45.57; H, 4.67; N, 29.52; O, 20.23

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Dyspropterin; 6-Pyruvoyltetrahydropterin;
IUPAC/Chemical Name
1-(2-amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)propane-1,2-dione
InChi Key
WBJZXBUVECZHCE-UHFFFAOYSA-N
InChi Code
1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h4,12H,2H2,1H3,(H4,10,11,13,14,17)
SMILES Code
CC(=O)C(=O)C1CNC2=C(N1)C(=O)N=C(N)N2
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 237.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Masada M, Akino M, Sueoka T, Katoh S. Dyspropterin, an intermediate formed from dihydroneopterin triphosphate in the biosynthetic pathway of tetrahydrobiopterin. Biochim Biophys Acta. 1985 Jun 18;840(2):235-44. doi: 10.1016/0304-4165(85)90124-2. PMID: 3888282. 2: Weiss G, Fuchs D, Werner-Felmayer G, Wachter H. Hyperphenylalaninemia. Neurology. 1992 Mar;42(3 Pt 1):704-5. doi: 10.1212/wnl.42.3.704. PMID: 1549248. 3: Roze E, Vidailhet M, Blau N, Moller LB, Doummar D, de Villemeur TB, Roubergue A. Long-term follow-up and adult outcome of 6-pyruvoyl-tetrahydropterin synthase deficiency. Mov Disord. 2006 Feb;21(2):263-6. doi: 10.1002/mds.20699. PMID: 16161143. 4: Iino T, Tabata M, Takikawa S, Sawada H, Shintaku H, Ishikura S, Hara A. Tetrahydrobiopterin is synthesized from 6-pyruvoyl-tetrahydropterin by the human aldo-keto reductase AKR1 family members. Arch Biochem Biophys. 2003 Aug 15;416(2):180-7. doi: 10.1016/s0003-9861(03)00295-9. PMID: 12893295. 5: Woo HJ, Hwang YK, Kim YJ, Kang JY, Choi YK, Kim CG, Park YS. Escherichia coli 6-pyruvoyltetrahydropterin synthase ortholog encoded by ygcM has a new catalytic activity for conversion of sepiapterin to 7,8-dihydropterin. FEBS Lett. 2002 Jul 17;523(1-3):234-8. doi: 10.1016/s0014-5793(02)02997-6. PMID: 12123838. 6: Iino T, Takikawa SI, Yamamoto T, Sawada H. The enzyme that synthesizes tetrahydrobiopterin from 6-pyruvoyl-tetrahydropterin in the lemon mutant silkworm consists of two carbonyl reductases. Arch Biochem Biophys. 2000 Jan 15;373(2):442-6. doi: 10.1006/abbi.1999.1561. PMID: 10620370. 7: Milstien S, Kaufman S. The biosynthesis of tetrahydrobiopterin in rat brain. Purification and characterization of 6-pyruvoyl tetrahydropterin (2'-oxo)reductase. J Biol Chem. 1989 May 15;264(14):8066-73. PMID: 2656673. 8: Gu MQ, Ye J, Qiu WJ, Han LS, Zhang YF, Gu XF. [Mutational analysis of patients with 6-pyruvoyltetrahydrobiopterin synthesis deficiency]. Zhonghua Yi Xue Yi Chuan Xue Za Zhi. 2009 Apr;26(2):183-6. Chinese. doi: 10.3760/cma.j.issn.1003-9406.2009.02.014. PMID: 19350512. 9: Choi YK, Jun SR, Cha EY, Park JS, Park YS. Sepiapterin reductases from Chlorobium tepidum and Chlorobium limicola catalyze the synthesis of L-threo- tetrahydrobiopterin from 6-pyruvoyltetrahydropterin. FEMS Microbiol Lett. 2005 Jan 1;242(1):95-9. doi: 10.1016/j.femsle.2004.10.044. PMID: 15621425. 10: Niederwieser A, Shintaku H, Leimbacher W, Curtius HC, Hyànek J, Zeman J, Endres W. "Peripheral" tetrahydrobiopterin deficiency with hyperphenylalaninaemia due to incomplete 6-pyruvoyl tetrahydropterin synthase deficiency or heterozygosity. Eur J Pediatr. 1987 May;146(3):228-32. doi: 10.1007/BF00716465. PMID: 3297709. 11: Pietz J, Meyding-Lamadé UK, Schmidt H. Magnetic resonance imaging of the brain in adolescents with phenylketonuria and in one case of 6-pyruvoyl tetrahydropteridine synthase deficiency. Eur J Pediatr. 1996 Jul;155 Suppl 1:S69-73. doi: 10.1007/pl00014255. PMID: 8828614. 12: Ghisla S, Kuster T, Steinerstauch P, Leimbacher W, Richter WJ, Raschdorf F, Dahinden R, Curtius HC. 1H-NMR and mass spectrometric studies of tetrahydropterins. Evidence for the structure of 6-pyruvoyl tetrahydropterin, an intermediate in the biosynthesis of tetrahydrobiopterin. Eur J Biochem. 1990 Feb 14;187(3):651-6. doi: 10.1111/j.1432-1033.1990.tb15349.x. PMID: 2406138. 13: Switchenko AC, Brown GM. The enzymatic conversion of dihydroneopterin triphosphate to tripolyphosphate and 6-pyruvoyl-tetrahydropterin, an intermediate in the biosynthesis of other pterins in Drosophila melanogaster. J Biol Chem. 1985 Mar 10;260(5):2945-51. PMID: 3919013. 14: Iino T, Sawada H, Tsusué M, Takikawa S. Discovery of a new tetrahydrobiopterin-synthesizing enzyme in the lemon mutant of the silkworm Bombyx mori. Biochim Biophys Acta. 1996 Oct 17;1297(2):191-9. doi: 10.1016/s0167-4838(96)00087-8. PMID: 8917621. 15: Shintaku H. [Malignant hyperphenylalaninemia--tetrahydrobiopterin (BH4) deficiency]. Tanpakushitsu Kakusan Koso. 1988 Apr;33(5):493-6. Japanese. PMID: 3270853. 16: Sueoka T, Hikita H, Katoh S. Best-fit analysis of kinetic scheme for the stepwise reduction of the "diketo" group of 6-pyruvoyl tetrahydropterin by sepiapterin reductase. Adv Exp Med Biol. 1991;284:229-39. doi: 10.1007/978-1-4684-5901-2_25. PMID: 2053478. 17: Katoh S, Sueoka T, Kurihara T. Computer studies on the stereostructure and quantum chemical properties of 6-pyruvoyl tetrahydropterin, the key intermediate of tetrahydrobiopterin biosynthesis. Biochem Biophys Res Commun. 1991 Apr 15;176(1):52-8. doi: 10.1016/0006-291x(91)90888-e. PMID: 2018540.