590-55-6

Hazards Identification

Pictogram(s):

Signal:

Danger

GHS Hazard Statements:

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statement Codes:

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories:

Acute Tox. 3 (100%)
Skin Irrit. 2 (100%)
Eye Irrit. 2 (100%)
STOT SE 3 (100%)

Usage

Uses

Used in Biochemical Research:
Carbamoylphosphate is used as a research compound for studying the urea cycle and its role in the metabolism of amino acids. It aids in understanding the regulation of ammonia levels in the body and the enzymes involved in the process.
Used in Pharmaceutical Development:
Carbamoylphosphate serves as a potential target for the development of drugs that modulate the urea cycle, which could be beneficial for treating conditions related to ammonia metabolism disorders.
Used in Diagnostic Applications:
As a key component of the urea cycle, carbamoylphosphate can be used in diagnostic assays to assess the functionality of the cycle and the presence of any metabolic disorders or deficiencies.
Used in Nutritional Supplements:
Carbamoylphosphate may be incorporated into nutritional supplements designed to support liver health and the efficient metabolism of proteins and amino acids.
Used in Educational Purposes:
In the field of education, carbamoylphosphate is utilized as a teaching tool to illustrate the biochemical processes of the urea cycle and the importance of maintaining proper ammonia levels in the body.

InChI:InChI=1/CH4NO5P/c2-1(3)7-8(4,5)6/h(H2,2,3)(H2,4,5,6)

Synthetic route

potassium hydrogencarbonate (298-14-6) → carbamoyl phosphate (590-55-6)

Conditions	Yield
With L-ornithine; L-glutamine; potassium chloride; ATP; magnesium chloride pH=7.6; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

sodium azide + carbamoyl phosphate (590-55-6) → carbamoyl azide (13125-56-9)

Conditions	Yield
In hydrogenchloride pH = 4 until 4.5; at room temp.; shaking with double volume of ether for 25 hs;	30%
In hydrogenchloride pH = 4 until 4.5; at room temp.; shaking with double volume of ether for 25 hs;	30%

carbamoyl phosphate (590-55-6) → carbon dioxide (124-38-9) + NH4+, H2PO4

Conditions	Yield
With aspartate transcarbamylase (ATCase) at 37℃; for 24h; Mechanism; other enzymes and in absence of enzyme;

carbamoyl phosphate (590-55-6) + N-{7-[(6-deoxy-5-C-methyl-4-O-methyl-α-L-lyxohexopyranosyl)oxy]-4-hydroxy-8-methyl-2-oxo-2H-1-benzopyran-3-yl}-4-hydroxy-3-(3-methyl-2-buten-1-yl)benzamide → novobiocin (303-81-1, 107781-69-1)

Conditions	Yield
With Streptomyces spheroides NovN enzyme; ATP; bovine serum albumin; magnesium chloride In water; dimethyl sulfoxide at 20℃; pH=9.0; Enzyme kinetics;

L-2,4-diaminobutyrate (1758-80-1) + carbamoyl phosphate (590-55-6) → L-2-amino-4-ureidobutyrate (1190-47-2)

Conditions	Yield
With N-carbamoyltransferase for 0.333333h; Enzymatic reaction;

Upstream product

• 298-14-6 potassium hydrogencarbonate 

Downstream Products

• 303-81-1 novobiocin 

Relevant academic research and scientific papers

Carbamate transport in carbamoyl phosphate synthetase: A theoretical and experimental investigation

The transport of carbamate through the large subunit of carbamoyl phosphate synthetase (CPS) from Escherichia coli was investigated by molecular dynamics and site-directed mutagenesis. Carbamate, the product of the reaction involving ATP, bicarbonate, and ammonia, must be delivered from the site of formation to the site of utilization by traveling nearly 40 A within the enzyme. Potentials of mean force (PMF) calculations along the entire tunnel for the translocation of carbamate indicate that the tunnel is composed of three continuous water pockets and two narrow connecting parts, near Ala-23 and Gly-575. The two narrow parts render two free energy barriers of 6.7 and 8.4 kcal/mol, respectively. Three water pockets were filled with about 21, 9, and 9 waters, respectively, and the corresponding relative free energies of carbamate residing in these free energy minima are 5.8, 0, and 1.6 kcal/mol, respectively. The release of phosphate into solution at the site for the formation of carbamate allows the side chain of Arg-306 to rotate toward Glu-25, Glu-383, and Glu-604. This rotation is virtually prohibited by a barrier of at least 23 kcal/mol when phosphate remains bound. This conformational change not only opens the entrance of the tunnel but also shields the charge charge repulsion from the three glutamate residues when carbamate passes through the tunnel. Two mutants, A23F and G575F, were designed to block the migration of carbamate through the narrowest parts of the carbamate tunnel. The mutants retained only 1.7% and 3.8% of the catalytic activity for the synthesis of carbamoyl phosphate relative to the wild type CPS, respectively.