Formiminoglutamic acid | CAS#816-90-0 | diagnostic

MedKoo Cat#: 597234 | Name: Formiminoglutamic acid

Description:

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

Measurement of Formiminoglutamic acid in the urine after oral administration of histidine provides the basis for the diagnostic test of folic acid deficiency and of megaloblastic anemia of pregnancy.

Chemical Structure

Formiminoglutamic acid

CAS#816-90-0

Theoretical Analysis

MedKoo Cat#: 597234

Name: Formiminoglutamic acid

CAS#: 816-90-0

Chemical Formula: C6H10N2O4

Exact Mass: 174.0641

Molecular Weight: 174.15

Elemental Analysis: C, 41.38; H, 5.79; N, 16.09; O, 36.75

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

Formiminoglutamic acid; NSC 334078; NSC-334078; NSC334078;

IUPAC/Chemical Name

(iminomethyl)-L-glutamic acid

InChi Key

NRXIKWMTVXPVEF-BYPYZUCNSA-N

InChi Code

InChI=1S/C6H10N2O4/c7-3-8-4(6(11)12)1-2-5(9)10/h3-4H,1-2H2,(H2,7,8)(H,9,10)(H,11,12)/t4-/m0/s1

SMILES Code

O=C(O)CC[C@@H](C(O)=O)NC=N

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

>3 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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 174.15 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: Majumdar R, Yori A, Rush PW, Raymond K, Gavrilov D, Tortorelli S, Matern D, Rinaldo P, Feldman GL, Oglesbee D. Allelic spectrum of formiminotransferase-cyclodeaminase gene variants in individuals with formiminoglutamic aciduria. Mol Genet Genomic Med. 2017 Nov;5(6):795-799. doi: 10.1002/mgg3.333. Epub 2017 Sep 11. PubMed PMID: 29178637; PubMed Central PMCID: PMC5702579. 2: Su H, Sheng X, Liu Y. Exploring the substrate specificity and catalytic mechanism of imidazolonepropionase (HutI) from Bacillus subtilis. Phys Chem Chem Phys. 2016 Oct 12;18(40):27928-27938. PubMed PMID: 27711543. 3: Kyriakides M, Hardwick RN, Jin Z, Goedken MJ, Holmes E, Cherrington NJ, Coen M. Systems level metabolic phenotype of methotrexate administration in the context of non-alcoholic steatohepatitis in the rat. Toxicol Sci. 2014 Nov;142(1):105-16. doi: 10.1093/toxsci/kfu160. Epub 2014 Aug 21. PubMed PMID: 25145655; PubMed Central PMCID: PMC4226764. 4: Hai Y, Dugery RJ, Healy D, Christianson DW. Formiminoglutamase from Trypanosoma cruzi is an arginase-like manganese metalloenzyme. Biochemistry. 2013 Dec 23;52(51):9294-309. doi: 10.1021/bi401352h. Epub 2013 Nov 21. PubMed PMID: 24261485; PubMed Central PMCID: PMC3892564. 5: Gerth ML, Ferla MP, Rainey PB. The origin and ecological significance of multiple branches for histidine utilization in Pseudomonas aeruginosa PAO1. Environ Microbiol. 2012 Aug;14(8):1929-40. doi: 10.1111/j.1462-2920.2011.02691.x. Epub 2012 Jan 9. PubMed PMID: 22225844. 6: Bishop MJ, Crow BS, Kovalcik KD, George J, Bralley JA. Quantification of urinary zwitterionic organic acids using weak-anion exchange chromatography with tandem MS detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Apr 1;848(2):303-10. Epub 2006 Nov 21. PubMed PMID: 17118722. 7: Rajamani R, Muthuvel A, Senthilvelan M, Sheeladevi R. Oxidative stress induced by methotrexate alone and in the presence of methanol in discrete regions of the rodent brain, retina and optic nerve. Toxicol Lett. 2006 Sep 10;165(3):265-73. PubMed PMID: 16766145. 8: Baggot PJ, Eliseo AJ, Kalamarides JA, Shoemaker JD. A folate-dependent metabolite in amniotic fluid from pregnancies with normal or trisomy 21 chromosomes. Fetal Diagn Ther. 2006;21(1):148-52. PubMed PMID: 16354994. 9: Cooperman JM, Lopez R. The role of histidine in the anemia of folate deficiency. Exp Biol Med (Maywood). 2002 Dec;227(11):998-1000. PubMed PMID: 12486209. 10: Yu S, Morris JG. Folate requirement of growing kittens to prevent elevated formiminoglutamic acid excretion following histidine loading. J Nutr. 1998 Dec;128(12 Suppl):2606S-2608S. doi: 10.1093/jn/128.12.2606S. PubMed PMID: 9868217. 11: Narisawa K. [Glutamate-formiminotransferase deficiency]. Ryoikibetsu Shokogun Shirizu. 1998;(19 Pt 2):204-6. Review. Japanese. PubMed PMID: 9645043. 12: Uche-Nwachi EO, Caxton-Martins AE. Sulfadoxine-pyrimethamine embryopathy in Wistar rats. Kaibogaku Zasshi. 1998 Apr;73(2):135-9. PubMed PMID: 9617079. 13: Uthus EO, Poellot RA. Dietary nickel and folic acid interact to affect folate and methionine metabolism in the rat. Biol Trace Elem Res. 1997 Jul-Aug;58(1-2):25-33. PubMed PMID: 9363317. 14: Marín GH, Tentoni J, Cicchetti G. [Megaloblastic anemia: rapid and economical study]. Sangre (Barc). 1997 Jun;42(3):235-8. Spanish. PubMed PMID: 9381269. 15: Vandenberghe Y, Masson M, Palate B, Roba J. Effect of folate supplementation on clinical chemistry and hematologic changes related to bidisomide administration in the rat. Drug Chem Toxicol. 1995 Nov;18(4):235-70. PubMed PMID: 8586020. 16: Matthews JH. Cobalamin and folate deficiency in the elderly. Baillieres Clin Haematol. 1995 Sep;8(3):679-97. Review. PubMed PMID: 8534967. 17: Zittoun J. Congenital errors of folate metabolism. Baillieres Clin Haematol. 1995 Sep;8(3):603-16. Review. PubMed PMID: 8534963. 18: Gimsing P, Hippe E. Cobalamin-dependent metabolism in chronic myelogenous leukemia determined by deoxyuridine suppression test and the formiminoglutamic acid and methylmalonate excretion in urine. Am J Hematol. 1995 Jun;49(2):121-30. PubMed PMID: 7771463. 19: Owada M. [Formiminoglutamic acid (FIGLU)]. Nihon Rinsho. 1995 Feb;53 Su Pt 1:518-22. Review. Japanese. PubMed PMID: 8753488. 20: van Gennip AH, Abeling NG, Nijenhuis AA, Voûte PA, Bakker HD. Formiminoglutamic/hydantoinpropionic aciduria in three patients with different tumours. J Inherit Metab Dis. 1994;17(5):642-3. PubMed PMID: 7837781.