Pteropterin

For research use only. Not for therapeutic Use.

  • CAT Number: I035181
  • CAS Number: 89-38-3
  • Molecular Formula: C29H33N9O12
  • Molecular Weight: 699.63
  • Purity: 98%
Inquiry Now

Pteropterin (CAT: I035181) is a naturally occurring compound and an intermediate in the biosynthesis of biopterin, a cofactor involved in various biological processes. Pteropterin is known for its role in the metabolism of folate, as it serves as a precursor in the synthesis of tetrahydrobiopterin (BH4), an important cofactor for the enzymes involved in the synthesis of neurotransmitters such as serotonin and dopamine. Additionally, pteropterin has been studied for its potential as a biomarker in certain diseases, including cancer and inflammatory conditions.


Catalog Number I035181
CAS Number 89-38-3
Synonyms

Pteropterin; Pteroyl triglutamic acid; PTGA; Teropterin; Folic acid diglutamate;

Molecular Formula C29H33N9O12
Purity 98%
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name ((S)-4-((S)-4-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzamido)-4-carboxybutanamido)-4-carboxybutanoyl)-L-glutamic acid
InChI InChI=1S/C29H33N9O12/c30-29-37-23-22(25(44)38-29)33-15(12-32-23)11-31-14-3-1-13(2-4-14)24(43)36-18(28(49)50)6-9-20(40)34-16(26(45)46)5-8-19(39)35-17(27(47)48)7-10-21(41)42/h1-4,12,16-18,31H,5-11H2,(H,34,40)(H,35,39)(H,36,43)(H,41,42)(H,45,46)(H,47,48)(H,49,50)(H3,30,32,37,38,44)/t16-,17-,18-/m0/s1
InChIKey WOLQREOUPKZMEX-BZSNNMDCSA-N
SMILES O=C(O)CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=CN=C3NC(N)=NC(C3=N2)=O)C=C1)=O)=O)=O
Reference

1: Steensma DP, Shampo MA, Kyle RA. George Herman “Babe” Ruth Jr: baseball star and early participant in a cancer clinical trial. Mayo Clin Proc. 2008 Nov;83(11):1262. PubMed PMID: 19004136.
2: Bikhazi NB, Kramer AM, Spiegel JH, Singer MI. “Babe” Ruth’s illness and its impact on medical history. Laryngoscope. 1999 Jan;109(1):1-3. PubMed PMID: 9917030.
3: Hendel L, Hendel J, Joergensen I. Enterocyte function in progressive systemic sclerosis as estimated by the deconjugation of pteroyltriglutamate to folic acid. Gut. 1987 Apr;28(4):435-8. PubMed PMID: 3583071; PubMed Central PMCID: PMC1432807.
4: Reisenauer AM, Chandler CJ, Halsted CH. Folate binding and hydrolysis by pig intestinal brush-border membranes. Am J Physiol. 1986 Oct;251(4 Pt 1):G481-6. PubMed PMID: 3766733.
5: Hendel J, Dam M, Gram L, Winkel P, JørgensenI. The effects of carbamazepine and valproate on folate metabolism in man. Acta Neurol Scand. 1984 Apr;69(4):226-31. PubMed PMID: 6430017.
6: Krumdieck CL, Tamura T, Eto I. Synthesis and analysis of the pteroylpolyglutamates. Vitam Horm. 1983;40:45-104. Review. PubMed PMID: 6369769.
7: Rothenberg SP, DaCosta M. Further observations on the folate-binding factor in some leukemic cells. J Clin Invest. 1971 Mar;50(3):719-26. PubMed PMID: 5545129; PubMed Central PMCID: PMC291980.
8: CHERRICK GR, BAKER H, FRANK O, LEEVY CM. CONVERSION OF DIOPTERIN AND TEROPTERIN INTO FOLIC AND FOLINIC ACID ACTIVITY BY THE RAT LIVER. Proc Soc Exp Biol Med. 1963 Aug-Sep;113:867-9. PubMed PMID: 14073126.
9: GOLDIE H, WALKER M, GRAHAM AR, MITCHELL GB. Effect of amino-teropterin and of thioTEPA on growth and implantation of free tumor cells from ascites tumors. Cancer Res. 1957 Jun;17(5):374-81. PubMed PMID: 13437300.
10: ROSATI P, MENNA F. [Action of various substances (vitamin B12, vitamin H1, teropterin, cortisone) used alone and in combination, on experimental corneal wounds: research in Leupus cuniculus]. Ann Ottalmol Clin Ocul. 1954 Aug;80(8):365-92. Italian. PubMed PMID: 13229157.
11: MENNA F, ROSATI P. [Effect of vitamin B12 and teropterin on corneal cuts; experimental studies on Lepus ouniculus]. Boll Soc Ital Biol Sper. 1953 Jun;29(6):1191-3. Undetermined Language. PubMed PMID: 13126282.
12: WEINTRAUB S, ARONS I, WRIGHT LT, ANDLER LR, PRIGOT A, WRIGHT JC, LEHV SP. An evaluation of teropterin therapy in metastatic neoplasms. Acta Unio Int Contra Cancrum. 1953;9(1):119-25. PubMed PMID: 13057686.
13: ROSSI R. [Effect of pteroylmonoglutamic and pteroyltriglutamic acids on the ovary]. Riv Patol Clin. 1952 Jul;7(7):262-7. Undetermined Language. PubMed PMID: 14950037.
14: ROTTINI G. [A case of acute leukemia treated with teropterin and urethane]. Minerva Pediatr. 1952 Apr 30;4(8):322-5. Undetermined Language. PubMed PMID: 14956952.
15: WEINTRAUB S, ARONS I, WRIGHT LT, ANDLER LR, PRIGOT A, WRIGHT JC, LEHV SP. An evaluation of teropterin therapy in metastatic neoplasms. N Y State J Med. 1951 Sep 15;51(18):2159-62. PubMed PMID: 14863638.
16: ESER G. [Effect of teropterin on Walker tumors]. Tip Fak Mecm. 1951;14(2):334-6. Undetermined Language. PubMed PMID: 14942834.
17: MEYER LM, RITZ ND, FINK H, MILBERG MS. Treatment of pernicious anemia with pteroyl-triglutamic acid (teropterin). Acta Med Scand. 1951;140(4):307-16. PubMed PMID: 14877511.
18: MEYER-ARENDT J. [Cancer metabolism and pteroyltriglutamic acid]. Klin Wochenschr. 1951 Jan 1;29(1-2):28-9. Undetermined Language. PubMed PMID: 14825742.
19: HEDENIUS P. [Teropterin therapy of inoperable malignant lung tumors]. Nord Med. 1950 Dec 22;44(51):1991-2. Undetermined Language. PubMed PMID: 14843493.
20: HIGGINS GM, WOODS KA. The influence of the adrenal gland on some of the changes induced in the animal organisms by the folic acid analogue, amino-teropterin. Proc Staff Meet Mayo Clin. 1949 Oct 12;24(21):533-7. PubMed PMID: 18142819.

Request a Quote