carbobenzoxyglycylphenylalanine amide profile

Carbobenzoxyglycylphenylalanine amide, also known as Z-Gly-Phe-NH2, is a synthetic dipeptide that has been used in various research areas. It is a derivative of the naturally occurring dipeptide glycylphenylalanine (Gly-Phe) with a carbobenzoxy (Z) protecting group on the N-terminal glycine. This compound is often employed in studies related to:

1. **Peptide synthesis:** The carbobenzoxy protecting group is widely used in peptide synthesis to block the amino group of the N-terminal amino acid, allowing selective coupling of other amino acids to the carboxyl terminus.

2. **Enzyme kinetics:** Carbobenzoxyglycylphenylalanine amide is a substrate for various peptidases, including chymotrypsin and trypsin. Studies using this compound help in understanding the substrate specificity and catalytic mechanisms of these enzymes.

3. **Drug discovery:** The compound has been investigated as a potential therapeutic agent due to its ability to inhibit certain enzymes and influence cellular signaling pathways. However, further research is needed to fully understand its pharmacological potential.

4. **Materials science:** Z-Gly-Phe-NH2 has been incorporated into self-assembling peptides and hydrogels, exploring its potential for biocompatible materials and drug delivery applications.

5. **Structural studies:** The compound has been used as a model system to study peptide conformation and interactions with other molecules using techniques like nuclear magnetic resonance (NMR) spectroscopy and X-ray crystallography.

Overall, Carbobenzoxyglycylphenylalanine amide is a versatile compound with applications in various fields, ranging from fundamental peptide chemistry to drug discovery and materials science. Its unique structural features and biological activity make it a valuable tool for scientific research.'

carbobenzoxyglycylphenylalanine amide: used as substrate for metalloendopeptidases; RN given refers to (L)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	96819
CHEMBL ID	151758
SCHEMBL ID	6371492
MeSH ID	M0182174

Synonym
5513-69-9
z-gly-phe-nh2
CHEMBL151758
carbobenzoxyglycylphenylalanine amide
benzyl n-[2-[[(2s)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-2-oxoethyl]carbamate
l-phenylalaninamide, n-((phenylmethoxy)carbonyl)glycyl-
n-benzyloxycarbonyl-gly-phe-amide
nsc 89643
carbobenzoxy-gly-phe-amide
n-carbobenzoxyglycyl-l-phenylalanylamide
cbz-gly-phe-amide
SCHEMBL6371492
AKOS025289389
cbz-glycyl-l-phenylalaninamid
benzyl 2-{[(1s)-2-amino-1-benzyl-2-oxoethyl]amino}-2-oxoethylcarbamate
mfcd00056119
n-[(phenylmethoxy)carbonyl]glycyl-l-phenylalaninamide
CS-0210703
AS-56516

Assay ID	Title	Year	Journal	Article
AID140334	Toxicity was evaluated for the compound at a concentration of 0.282 mM against P-185 Mastocytoma.	1982	Journal of medicinal chemistry, May, Volume: 25, Issue:5	Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
AID129117	Toxicity toward P-815 Mastocytoma cells after 5 hr was determined as percent of [51Cr]- release from labeled cells as a measure of cell death. at a concentration of 0.282 mM. (expt III)	1982	Journal of medicinal chemistry, May, Volume: 25, Issue:5	Lysosomotropic agents. 4. Carbobenzoxyglycylphenylalanyl, a new protease-sensitive masking group for introduction into cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (10.00)	18.7374
1990's	6 (60.00)	18.2507
2000's	3 (30.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	10 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
glycerol Moon: The natural satellite of the planet Earth. It includes the lunar cycles or phases, the lunar month, lunar landscapes, geography, and soil.	1.99	1	alditol; triol	algal metabolite; detergent; Escherichia coli metabolite; geroprotector; human metabolite; mouse metabolite; osmolyte; Saccharomyces cerevisiae metabolite; solvent
1,10-phenanthroline 1,10-phenanthroline: RN given refers to parent cpd; inhibits Zn-dependent metalloproteinases	2.38	2	phenanthroline	EC 2.7.1.1 (hexokinase) inhibitor; EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor
verapamil Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.	1.99	1	aromatic ether; nitrile; polyether; tertiary amino compound
ethylmaleimide Ethylmaleimide: A sulfhydryl reagent that is widely used in experimental biochemical studies.	1.97	1	maleimides	anticoronaviral agent; EC 1.3.1.8 [acyl-CoA dehydrogenase (NADP(+))] inhibitor; EC 2.1.1.122 [(S)-tetrahydroprotoberberine N-methyltransferase] inhibitor; EC 2.7.1.1 (hexokinase) inhibitor
potassium chloride Potassium Chloride: A white crystal or crystalline powder used in BUFFERS; FERTILIZERS; and EXPLOSIVES. It can be used to replenish ELECTROLYTES and restore WATER-ELECTROLYTE BALANCE in treating HYPOKALEMIA.. potassium chloride : A metal chloride salt with a K(+) counterion.	1.99	1	inorganic chloride; inorganic potassium salt; potassium salt	fertilizer
carbachol Carbachol: A slowly hydrolyzed CHOLINERGIC AGONIST that acts at both MUSCARINIC RECEPTORS and NICOTINIC RECEPTORS.	1.97	1	ammonium salt; carbamate ester	cardiotonic drug; miotic; muscarinic agonist; nicotinic acetylcholine receptor agonist; non-narcotic analgesic
cyclopentane Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.	1.98	1	cycloalkane; cyclopentanes; volatile organic compound	non-polar solvent
nornitrogen mustard nornitrogen mustard: structure; RN given refers to parent cpd	1.96	1	nitrogen mustard
1,7-phenanthroline [no description available]	2.38	2	phenanthroline
n-methylscopolamine N-Methylscopolamine: A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors.	1.97	1
aspartyl-phenylalanine aspartyl-phenylalanine: metabolite of aspartame; may inhibit angiotensin converting enzyme; RN given refers to all (L)-isomer	2	1	dipeptide	human blood serum metabolite; human xenobiotic metabolite
glycerophosphoinositol 4,5-bisphosphate glycerophosphoinositol 4,5-bisphosphate: do not confuse with phosphatidylinositols which have fatty acids esterified at the C-1 and C-2 hydroxyl groups of glycerol	1.97	1
inositol 1,4,5-trisphosphate Inositol 1,4,5-Trisphosphate: Intracellular messenger formed by the action of phospholipase C on phosphatidylinositol 4,5-bisphosphate, which is one of the phospholipids that make up the cell membrane. Inositol 1,4,5-trisphosphate is released into the cytoplasm where it releases calcium ions from internal stores within the cell's endoplasmic reticulum. These calcium ions stimulate the activity of B kinase or calmodulin.	1.98	1	myo-inositol trisphosphate	mouse metabolite
thapsigargin Thapsigargin: A sesquiterpene lactone found in roots of THAPSIA. It inhibits SARCOPLASMIC RETICULUM CALCIUM-TRANSPORTING ATPASES.. thapsigargin : An organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations.	1.98	1	butyrate ester; organic heterotricyclic compound; sesquiterpene lactone	calcium channel blocker; EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor
brefeldin a [no description available]	2.69	3	macrolide antibiotic	Penicillium metabolite
beta-escin [no description available]	1.98	1
carbobenzoxyglycylphenylalanine carbobenzoxyglycylphenylalanine: used as substrate for carboxypeptidase B; RN given refers to (L-Phe)-isomer	1.96	1
sincalide Sincalide: An octapeptide hormone present in the intestine and brain. When secreted from the gastric mucosa, it stimulates the release of bile from the gallbladder and digestive enzymes from the pancreas.	1.97	1	oligopeptide
calcimycin Calcimycin: An ionophorous, polyether antibiotic from Streptomyces chartreusensis. It binds and transports CALCIUM and other divalent cations across membranes and uncouples oxidative phosphorylation while inhibiting ATPase of rat liver mitochondria. The substance is used mostly as a biochemical tool to study the role of divalent cations in various biological systems.	2.38	2	benzoxazole
bucladesine Bucladesine: A cyclic nucleotide derivative that mimics the action of endogenous CYCLIC AMP and is capable of permeating the cell membrane. It has vasodilator properties and is used as a cardiac stimulant. (From Merck Index, 11th ed). bucladesine : A 3',5'-cyclic purine nucleotide that is the 2'-butanoate ester and 6-N-butanoyl derivative of 3',5'-cyclic AMP.	1.97	1	3',5'-cyclic purine nucleotide
guanosine triphosphate Guanosine Triphosphate: Guanosine 5'-(tetrahydrogen triphosphate). A guanine nucleotide containing three phosphate groups esterified to the sugar moiety.	1.98	1	guanosine 5'-phosphate; purine ribonucleoside 5'-triphosphate	Escherichia coli metabolite; mouse metabolite; uncoupling protein inhibitor
guanosine 5'-o-(3-thiotriphosphate) Guanosine 5'-O-(3-Thiotriphosphate): Guanosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid. A stable GTP analog which enjoys a variety of physiological actions such as stimulation of guanine nucleotide-binding proteins, phosphoinositide hydrolysis, cyclic AMP accumulation, and activation of specific proto-oncogenes.	1.97	1	nucleoside triphosphate analogue

Condition	Relationship Strength	Studies
Leukemia L 1210 [description not available]	1.96	1
Experimental Neoplasms [description not available]	1.96	1
Polyomavirus Infections Infections with POLYOMAVIRUS, which are often cultured from the urine of kidney transplant patients. Excretion of BK VIRUS is associated with ureteral strictures and CYSTITIS, and that of JC VIRUS with progressive multifocal leukoencephalopathy (LEUKOENCEPHALOPATHY, PROGRESSIVE MULTIFOCAL).	2.01	1
Hepatocellular Carcinoma [description not available]	1.97	1
Cancer of Liver [description not available]	1.97	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	1.97	1
Liver Neoplasms Tumors or cancer of the LIVER.	1.97	1

carbobenzoxyglycylphenylalanine amide

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Research

Studies (10)

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Research Demand Index: 12.75

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