L-Formiminoglutamic acid

• CAS: 816-90-0
• Catalog Number: ACM816900
• Category: Main Products
• Molecular Weight: 174.15
• Molecular Formula: C6H10N2O4
• Appearance: Solid

Case Study

L-Formiminoglutamic Acid as a Specific Substrate for Trypanosoma cruzi Formiminoglutamase

Hai, Yang, et al. Biochemistry 52.51 (2013): 9294-9309.

L-Formiminoglutamic acid is the key intermediate in histidine utilization pathway I. It serves as the natural substrate for formiminoglutamase (FIGase), which hydrolyses its formimino group to yield L-glutamate and formamide. This reaction completes the catabolism of L-histidine to glutamate in many bacteria and protozoa, including Trypanosoma cruzi.
Enzymatic Assay: The activity of TcFIGase was measured colorimetrically at pH 9.5 using L-formiminoglutamic acid as the substrate. The reaction was stopped with saturated sodium borate solution, followed by addition of a chromophore reagent (sodium nitroprusside, potassium ferricyanide and NaOH). Absorbance was read at 485 nm. Initial velocities were fitted to the Michaelis-Menten equation.
Performance Evaluation: Wild-type TcFIGase (expressed in LB media) exhibited a kcat of 200 ± 20 s^-1, a KM of 40 ± 10 mM and a catalytic efficiency kcat/KM of 5200 ± 200 M^-1 s^-1. The enzyme showed no activity towards other guanidino substrates such as L-arginine, agmatine or guanidinobutyric acid, confirming its strict specificity for L-formiminoglutamic acid. Reconstitution of the apoenzyme with Mn²⁺ restored maximal activity, whereas other divalent metals (Co²⁺, Ni²⁺, Mg²⁺) gave lower activities.
L-Formiminoglutamic acid is a specific, high-KM substrate for TcFIGase. Its hydrolysis depends on a binuclear manganese cluster and a positively charged arginine residue (R144) that likely binds the side-chain carboxylate. This substrate-enzyme pair is a valuable model for studying the structure and mechanism of the ureohydrolase superfamily.

Custom Q&A

What is the molecular formula of Formimino-L-glutamic acid hemibarium?

The molecular formula is C6H10N2O4.

What is the molecular weight of Formimino-L-glutamic acid hemibarium?

The molecular weight is 174.15 g/mol.

What is a synonym for Formimino-L-glutamic acid hemibarium?

One synonym is FORMIMINOGLUTAMIC ACID.

Where is Formimino-L-glutamic acid hemibarium found naturally?

It is found in Euglena gracilis, Caenorhabditis elegans, and other organisms with data available.

How is Formimino-L-glutamic acid hemibarium measured for diagnostic tests?

It is measured in the urine after oral administration of histidine for the diagnostic test of folic acid deficiency and megaloblastic anemia of pregnancy.

What is the IUPAC name of Formimino-L-glutamic acid hemibarium?

The IUPAC name is (2S)-2-(aminomethylideneamino)pentanedioic acid.

What is the InChIKey of Formimino-L-glutamic acid hemibarium?

The InChIKey is NRXIKWMTVXPVEF-BYPYZUCNSA-N.

How many hydrogen bond donor counts are there in Formimino-L-glutamic acid hemibarium?

There are 3 hydrogen bond donor counts.

What is the exact mass of Formimino-L-glutamic acid hemibarium?

The exact mass is 174.06405680 g/mol.

What is the topological polar surface area of Formimino-L-glutamic acid hemibarium?

The topological polar surface area is 113.2 Å2.