Primapterin | CAS#2582-88-9 | 7-Substituted pterins

MedKoo Cat#: 597055 | Name: Primapterin

Description:

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

Primapterin is a 7-Substituted pterins, a new class of mammalian pteridines. Primapterin, Anapterin, and 6-Oxo-primapterin, three new 7-substituted pterins identified in a patient with hyperphenylalaninemia.

Chemical Structure

Primapterin

CAS#2582-88-9

Theoretical Analysis

MedKoo Cat#: 597055

Name: Primapterin

CAS#: 2582-88-9

Chemical Formula: C9H11N5O3

Exact Mass: 237.0862

Molecular Weight: 237.21

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 #

No Data

Synonym

Primapterin; 7-Isobiopterin; L-Erythro-7-isobiopterin;

IUPAC/Chemical Name

2-amino-7-(1,2-dihydroxypropyl)pteridin-4(1H)-one

InChi Key

LNXRKRFGNHXANN-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-5-7(12-4)13-9(10)14-8(5)17/h2-3,6,15-16H,1H3,(H3,10,12,13,14,17)

SMILES Code

O=C1N=C(N)NC2=NC(C(O)C(O)C)=CN=C12

Appearance

Solid powder

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

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 237.21 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.

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: Allegri G, Costa Netto HJ, Ferreira Gomes LN, Costa de Oliveira ML, Scalco FB, de Aquino Neto FR. Determination of six pterins in urine by LC-MS/MS. Bioanalysis. 2012 Jul;4(14):1739-46. doi: 10.4155/BIO.12.131. PubMed PMID: 22877220. 2: Opladen T, Hoffmann GF, Blau N. An international survey of patients with tetrahydrobiopterin deficiencies presenting with hyperphenylalaninaemia. J Inherit Metab Dis. 2012 Nov;35(6):963-73. doi: 10.1007/s10545-012-9506-x. Epub 2012 Jun 23. PubMed PMID: 22729819. 3: Pey AL, Martinez A, Charubala R, Maitland DJ, Teigen K, Calvo A, Pfleiderer W, Wood JM, Schallreuter KU. Specific interaction of the diastereomers 7(R)- and 7(S)-tetrahydrobiopterin with phenylalanine hydroxylase: implications for understanding primapterinuria and vitiligo. FASEB J. 2006 Oct;20(12):2130-2. Epub 2006 Aug 25. PubMed PMID: 16935936. 4: Ayling JE, Bailey SW, Boerth SR, Giugliani R, Braegger CP, Thöny B, Blau N. Hyperphenylalaninemia and 7-pterin excretion associated with mutations in 4a-hydroxy-tetrahydrobiopterin dehydratase/DCoH: analysis of enzyme activity in intestinal biopsies. Mol Genet Metab. 2000 Jul;70(3):179-88. PubMed PMID: 10924272. 5: Thöny B, Neuheiser F, Kierat L, Rolland MO, Guibaud P, Schlüter T, Germann R, Heidenreich RA, Duran M, de Klerk JB, Ayling JE, Blau N. Mutations in the pterin-4alpha-carbinolamine dehydratase (PCBD) gene cause a benign form of hyperphenylalaninemia. Hum Genet. 1998 Aug;103(2):162-7. PubMed PMID: 9760199. 6: Thöny B, Neuheiser F, Kierat L, Blaskovics M, Arn PH, Ferreira P, Rebrin I, Ayling J, Blau N. Hyperphenylalaninemia with high levels of 7-biopterin is associated with mutations in the PCBD gene encoding the bifunctional protein pterin-4a-carbinolamine dehydratase and transcriptional coactivator (DCoH). Am J Hum Genet. 1998 Jun;62(6):1302-11. PubMed PMID: 9585615; PubMed Central PMCID: PMC1377166. 7: Blau N, Kierat L, Matasovic A, Leimbacher W, Heizmann CW, Guardamagna O, Ponzone A. Antenatal diagnosis of tetrahydrobiopterin deficiency by quantification of pterins in amniotic fluid and enzyme activity in fetal and extrafetal tissue. Clin Chim Acta. 1994 May;226(2):159-69. PubMed PMID: 7923811. 8: Blau N, Kierat L, Curtius HC, Blaskovics M, Giudici T. Hyperphenylalaninaemia presumably due to carbinolamine dehydratase deficiency: loading tests with pterin derivatives. J Inherit Metab Dis. 1992;15(3):409-12. PubMed PMID: 1405481. 9: Curtius HC, Adler C, Heizmann C, Blau N, Rebrin I, Ghisla S. 7-substituted pterins: formation and occurrence. J Nutr Sci Vitaminol (Tokyo). 1992;Spec No:501-4. PubMed PMID: 1297797. 10: Katoh S, Sueoka T, Matsuura S, Sugimoto T. Biopterin and neopterin in human saliva. Life Sci. 1989;45(26):2561-8. PubMed PMID: 2615555. 11: Blau N, Curtius HC, Kuster T, Matasovic A, Schoedon G, Dhondt JL, Guibaud P, Giudici T, Blaskovics M. Primapterinuria: a new variant of atypical phenylketonuria. J Inherit Metab Dis. 1989;12 Suppl 2:335-8. PubMed PMID: 2512438. 12: Blau N, Dhondt JL, Guibaud P, Kuster T, Curtius HC. New variant of hyperphenylalaninaemia with excretion of 7-substituted pterins. Eur J Pediatr. 1988 Nov;148(2):176. PubMed PMID: 3234449. 13: Curtius HC, Kuster T, Matasovic A, Blau N, Dhondt JL. Primapterin, anapterin, and 6-oxo-primapterin, three new 7-substituted pterins identified in a patient with hyperphenylalaninemia. Biochem Biophys Res Commun. 1988 Jun 16;153(2):715-21. PubMed PMID: 3382399. 14: REMBOLD H, METZGER H. [Purification of biopterin and 7-biopterin]. Hoppe Seylers Z Physiol Chem. 1962 Nov 15;329:291-2. German. PubMed PMID: 13981581.