Page last updated: 2024-12-07

carbobenzoxyproline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Carbobenzoxyproline, also known as Z-proline, is a protected amino acid derivative. It is commonly used in peptide synthesis as a protecting group for the N-terminus of proline. Its synthesis involves the reaction of proline with benzyl chloroformate under basic conditions. Carbobenzoxyproline is a valuable reagent in organic chemistry and is used in various applications, including the synthesis of peptides, pharmaceuticals, and other bioactive molecules. The protection of the proline residue is crucial for preventing unwanted side reactions during peptide synthesis. The benzyl group can be easily removed under mild hydrogenolysis conditions, which releases the free amino acid. Carbobenzoxyproline plays a crucial role in the development of new drugs and therapeutic peptides. Its use as a protecting group allows for the controlled synthesis of complex peptide sequences, enabling the study and development of novel therapeutic agents.'

carbobenzoxyproline: an inhibitor of prolidase [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID101987
CHEMBL ID3276375
SCHEMBL ID29553
MeSH IDM0202142

Synonyms (91)

Synonym
benzyloxycarbonylproline
l-1,2-pyrrolidinedicarboxylic acid 1-benzyl ester
carbobenzoxy-s-proline
carbobenzoxyproline
benzyloxycarbonyl-l-proline
1,2-pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (s)-
n-benzyloxycarbonyl-l-proline
1-(benzyloxycarbonyl)proline
1,2-pyrrolidinedicarboxylic acid, 1-benzyl ester, l-
carbobenzoxy-l-proline
n-benzyloxycarbonylproline
einecs 214-557-4
n-carbobenzoxy-l-proline
carbobenzyloxy-l-proline
z-pro-oh
z-pro-oh, 99%
1148-11-4
n-cbz-l-proline
AKOS005144267
(2s)-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid
114-11-4
(s)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid
(s)-n-cbz-pyrrolidine-2-carboxylic acid
n-carbobenzyloxy-l-proline
cbz-proline
cbz-pro
unii-h2bs8m5fpp
h2bs8m5fpp ,
AKOS015856042
(2s)-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
CHEMBL3276375
SCHEMBL29553
n-phenylmethyloxycarbonyl proline
(s)-1-(benzyloxycarbonyl)-pyrrolidine-2-carboxylic acid
(s)-(-)-n-benzyloxycarbonylproline
(s)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
n-carbobenzoxyproline
(s)-1-[(benzyloxy)carbonyl]pyrrolidine-2-carboxylic acid
1-[(benzyloxy)carbonyl]-l-proline
n-cbz-proline
(s)-1-((benzyloxy)carbonyl) pyrrolidine-2-carboxylic acid
z-prooh
z-l-proline
(-)-n-carbobenzyloxy-l-proline
(s)-1-((benzyloxy) carbonyl) pyrrolidine-2-carboxylic acid
cbz-l-proline
n-(benzyloxycarbonyl)-l-proline
n-benzyloxylcarbonyl-l-proline
(s)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxylic acid
n-benzyloxycarbonyl-(s)-proline
cbz-l-pro-oh
cbz-pro-oh
n-benzyloxycarbonyl-proline
1-benzyloxycarbonyl-l-proline
(s)-1-(benzyloxycarbonyl) pyrrolidine-2-carboxylic acid
n-benzoxycarbonyl-l-proline
z-pro
1(benzyloxycarbonyl)-l-proline
n-[(phenyl-methoxy)carbonyl]-l-proline
z-l-pro-oh
benzyloxycarbonyl proline
carbobenzyloxyproline
(s)-1-carbobenzoxypyrrolidine-2-carboxylic acid
(2s)-1-benzyloxycarbonylpyrrolidine-2-carboxylic acid
J-300226
1,2-pyrrolidinedicarboxylic acid, 1-(phenylmethyl) ester, (2s)-
Q-101711
F8880-9008
CS-W020583
n-benzyloxycarbonylproline, (l)-
1-(benzyloxycarbonyl)-l-proline
(2s)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid
1-carbobenzoxy-l-proline
AC-24081
DTXSID40150856
l-cbz-proline
(2s)-1,2-pyrrolidinedicarboxylic acid 1-(phenylmethyl) ester
n-(carbobenzyloxy)-l-proline
mfcd00003170
n-alpha-benzyloxycarbonyl-l-proline
M03066
n-(benzyloxycarbonyl)-(s)-proline
n-carbobenzoxy-l-pro
Q27896112
AS-12747
((benzyloxy)carbonyl)-l-proline ,
HY-Y0588
(s)-1,2-pyrrolidinedicarboxylic acid 1-(phenylmethyl) ester
EN300-103583
(2s)-1-(phenylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
Z756430268
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1148052Antineoplastic activity against mouse EAC allografted in CF1 mouse assessed as packed cell volume on day 7 measured at 33 mg/kg (Rvb = 32.75 +/- 7.87%)1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Antineoplastic agents. 2. Structure-activity studies on N-protected vinyl, 1,2-dibromoethyl, and cyanomethyl esters of several amino acids.
AID1148053Antineoplastic activity against mouse EAC allografted in CF1 mouse assessed as ascites volume on day 7 measured at 33 mg/kg (Rvb = 4.1 +/- 1.24 mL)1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Antineoplastic agents. 2. Structure-activity studies on N-protected vinyl, 1,2-dibromoethyl, and cyanomethyl esters of several amino acids.
AID1148051Antineoplastic activity against mouse EAC allografted in CF1 mouse assessed as animal survival on day 7 measured at 33 mg/kg1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Antineoplastic agents. 2. Structure-activity studies on N-protected vinyl, 1,2-dibromoethyl, and cyanomethyl esters of several amino acids.
AID1148054Antineoplastic activity against mouse EAC allografted in CF1 mouse assessed as tumor growth inhibition on day 7 measured at 33 mg/kg1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Antineoplastic agents. 2. Structure-activity studies on N-protected vinyl, 1,2-dibromoethyl, and cyanomethyl esters of several amino acids.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (11.11)18.7374
1990's1 (11.11)18.2507
2000's4 (44.44)29.6817
2010's3 (33.33)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.63

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.63 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.93 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.63)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]