Page last updated: 2024-07-31 20:01:34

prolyl-glycyl-proline

Description

Pro-Gly-Pro : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID145457474
CHEBI ID162325
MeSH IDM0292366

Synonyms (5)

Synonym
(2r)-1-[2-[[(2s)-pyrrolidine-2-carbonyl]amino]acetyl]pyrrolidine-2-carboxylic acid
pro-gly-pro
CHEBI:162325
prolyl-glycyl-proline
l-prolyl-glycyl-l-proline

Drug Classes (1)

ClassDescription
peptideAmide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another with formal loss of water. The term is usually applied to structures formed from alpha-amino acids, but it includes those derived from any amino carboxylic acid. X = OH, OR, NH2, NHR, etc.

Research

Studies (85)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (4.71)18.2507
2000's26 (30.59)29.6817
2010's50 (58.82)24.3611
2020's5 (5.88)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (6.25%)6.00%
Case Studies1 (1.04%)4.05%
Observational0 (0.00%)0.25%
Other89 (92.71%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
enkephalin, leucinepeptide00low000000
2-[[2-formamido-4-(methylthio)-1-oxobutyl]amino]propanoic acidpeptide00low000000
n-formylmethionylphenylalaninepeptide00low000000
substance ppeptideneurokinin-1 receptor agonist;
neurotransmitter;
vasodilator agent
00low000000
enalkirenpeptide00low000000
kynostatin 272peptide00low000000
terlakirenpeptide00low000000
kni 102peptide00low000000
pidotimodpeptide00low000000
cefpimizolepeptide00low000000
aspoxicillinpeptide00low000000
pro-diazepampeptide00low000000
moexiprilpeptide00low000000
mci 9038peptide00low000000
leucylleucinepeptide00low000000
diprotin apeptide00low000000
fk 888peptide00low000000
calpain inhibitor 2peptide00low000000
formylmethionyl-leucyl-phenylalanine methyl esterpeptide00low000000
t-kininpeptide00low000000
3-(n-maleimidopropionyl)biocytinpeptide00low000000
cefbuperazonecephalosporin;
peptide
00low000000
endothelin (16-21)peptide00low000000
n-valyltryptophanpeptide00low000000
neurotensin (1-8)peptide zwitterion;
peptide
human metabolite00low000000
alanylaspartic acidpeptide00low000000
fibrinpeptide00low000000
n-carbobenzoxyglycylprolinepeptide00low000000
s-(4-azidophenacyl)glutathionepeptide00low000000
bq 485peptide00low000000
phenylalanine arginine beta-naphthylamidepeptide00low000000
teprotidepeptide00low000000
ro 09-1437peptide00low000000
N-[2-[[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]-(thiophen-2-ylmethyl)amino]-2-oxoethyl]-2-furancarboxamidepeptide00low000000
N-[2-[1,3-benzodioxol-5-yl-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]amino]-2-oxoethyl]-2-furancarboxamidepeptide00low000000
N-[1-[(1-amino-4-methyl-1-oxopentan-2-yl)amino]-3-methyl-1-oxopentan-2-yl]carbamic acid tert-butyl esterpeptide00low000000
N-tert-butyl-N-[2-(tert-butylamino)-2-oxoethyl]-3-(3,4-dihydro-2H-quinolin-1-yl)propanamidepeptide00low000000
N-[2-[1,3-benzodioxol-5-yl-[2-(tert-butylamino)-2-oxo-1-pyridin-4-ylethyl]amino]-2-oxoethyl]-2-furancarboxamidepeptide00low000000
N-[2-(4-chloro-N-[2-(cyclohexylamino)-2-oxoethyl]anilino)-2-oxoethyl]-2-furancarboxamidepeptide00low000000
2-[(2-acetamido-1-oxoethyl)amino]-3-phenylpropanoic acid ethyl esterpeptide00low000000
deltorphinpeptide00low000000
angiotensin iii, 5-ile-peptide00low000000
N-[2-[butyl-[2-(cyclopentylamino)-2-oxo-1-pyridin-4-ylethyl]amino]-2-oxoethyl]-2-thiophenecarboxamidepeptide00low000000
2-[[2-(cyclohexylamino)-2-oxo-1-thiophen-2-ylethyl]-[1-oxo-2-[[oxo(thiophen-2-yl)methyl]amino]ethyl]amino]acetic acid ethyl esterpeptide00low000000
N-[2-[[2-(cyclohexylamino)-2-oxo-1-thiophen-2-ylethyl]-(2-methoxyethyl)amino]-2-oxoethyl]-2-furancarboxamidepeptide00low000000
4-hydroxy-1-[1-oxo-2-(phenylmethoxycarbonylamino)propyl]-2-pyrrolidinecarboxylic acidpeptide00low000000
4-hydroxy-1-[1-oxo-2-[[1-oxo-2-(phenylmethoxycarbonylamino)ethyl]amino]propyl]-2-pyrrolidinecarboxylic acid (phenylmethyl) esterpeptide00low000000
2-[(2-acetamido-1-oxoethyl)amino]-N-(4-methoxyphenyl)-2-(4-methylphenyl)acetamidepeptide00low000000
mureidomycin apeptide00low000000
kallidinpeptide00low000000
delaprilpeptide00low000000
delaprilpeptide00low000000
(2R)-2-[[(2R,3R,4R)-2-amino-4-hydroxy-4-(5-hydroxy-2-pyridinyl)-3-methyl-1-oxobutyl]amino]-2-[(2S,3R,4S,5S)-5-(2,4-dioxo-1-pyrimidinyl)-3,4-dihydroxy-2-oxolanyl]acetic acidpeptide00low000000
enkephalin, ala(2)-mephe(4)-gly(5)-peptide00low000000
l 685458carbamate ester;
monocarboxylic acid amide;
peptide;
secondary alcohol
EC 3.4.23.46 (memapsin 2) inhibitor;
peptidomimetic
00low000000
alvimopan anhydrouspeptide00low000000
leucokinin ipeptide00low000000
s-(1,2-dichlorovinyl)glutathionepeptide00low000000
cyanoginosin-lapeptide00low000000
(3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-1-oxopropyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acidpeptide00low000000
lenampicillinpeptide00low000000
glycyl-alanyl-leucinepeptide00low000000
leucyl-leucine-methyl esterpeptide00low000000
valyl-valyl-valinepeptide00low000000
(3S)-N-[2-(2,3-dihydro-1,4-benzodioxin-6-ylamino)-2-oxoethyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamidepeptide00low000000
ly 450139peptide00low000000
flag peptidepeptide00low000000
carbobenzoxy-leucyl-leucyl-norvalinalpeptide00low000000
l 692585peptide00low000000
deltorphin ii, ala(2)-peptide00low000000
deltorphin i, ala(2)-peptide00low000000
eledoisinpeptide00low000000
icg 001peptide00low000000
darinaparsinpeptide00low000000
ubenimexpeptide00low000000
rhizocticin apeptide00low000000
(2S)-2-[[[1-[(2S)-3-methyl-2-[(4-methylphenyl)sulfonylamino]-1-oxobutyl]-4-piperidinyl]-oxomethyl]amino]-2-phenylacetic acidpeptide00low000000
(2R)-2-[[(3S)-3-acetamido-3-carboxy-1-oxopropyl]amino]pentanedioic acidpeptide00low000000
alamandinepeptide00low000000
(3S)-3-[[[(2S)-1-[(2S)-2-[[(4-amino-3-chlorophenyl)-oxomethyl]amino]-3,3-dimethyl-1-oxobutyl]-2-pyrrolidinyl]-oxomethyl]amino]-3-cyanopropanoic acidpeptide00low000000
tuftsinpeptide00low000000
microcystinpeptide00low000000
thiocoralinepeptide00low000000
glutamyl-valyl-glycinepeptide00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
acetic acidmonocarboxylic acidantimicrobial food preservative;
Daphnia magna metabolite;
food acidity regulator;
protic solvent
2004201614.0low000110
beta-alanineamino acid zwitterion;
beta-amino acid
agonist;
fundamental metabolite;
human metabolite;
inhibitor;
neurotransmitter
201720177.0low000010
glycinealpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid
EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
2011201113.0low000010
histaminearalkylamino compound;
imidazoles
human metabolite;
mouse metabolite;
neurotransmitter
2009201611.5low000110
porphobilinogenaralkylamino compound;
dicarboxylic acid;
pyrroles
Escherichia coli metabolite;
metabolite;
mouse metabolite
201520159.0low000010
indomethacinaromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole
analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
2000201518.7low001110
nafamostatbenzoic acids;
guanidines
2009200915.0low000100
adenosine diphosphateadenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate
fundamental metabolite;
human metabolite
2014201410.0low000010
argininearginine;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid
biomarker;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical
201820186.0low000010
acroleinenalherbicide;
human xenobiotic metabolite;
toxin
201520159.0low000010
thiazoles1,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
2014201410.0low000010
acetylcysteineacetylcysteine;
L-cysteine derivative;
N-acetyl-L-amino acid
antidote to paracetamol poisoning;
antiinfective agent;
antioxidant;
antiviral drug;
ferroptosis inhibitor;
geroprotector;
human metabolite;
mucolytic;
radical scavenger;
vulnerary
2012201212.0low000010
sodium hydroxidealkali metal hydroxide2000200621.7low001200
phosphinemononuclear parent hydride;
phosphanes;
phosphine
carcinogenic agent;
fumigant insecticide
202120213.0low000001
phenyl acetatebenzenes;
phenyl acetates
201520159.0low000010
glutamic acidglutamic acid;
glutamine family amino acid;
L-alpha-amino acid;
proteinogenic amino acid
Escherichia coli metabolite;
ferroptosis inducer;
micronutrient;
mouse metabolite;
neurotransmitter;
nutraceutical
2007201413.5low000110
substance ppeptideneurokinin-1 receptor agonist;
neurotransmitter;
vasodilator agent
2008200816.0low000100
cefadroxil anhydrouscephalosporinantibacterial drug202120213.0low000001
prolinalpyrrolidines201920195.0low000010
fibrinogeniditolfungal metabolite2000200024.0low001000
glycyl-prolyl-glycyl-glycine1998199826.0high002000
carbobenzoxyproline201920195.0medium000010
p-methoxy-n-methylphenethylaminearomatic ether;
secondary amino compound
metabolite2012201212.0low000010
cyclo(prolylglycyl)201920195.0low000010
prolineamino acid zwitterion;
glutamine family amino acid;
L-alpha-amino acid;
proline;
proteinogenic amino acid
algal metabolite;
compatible osmolytes;
Escherichia coli metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite
1998202212.7high00727474
carbocysteineL-cysteine thioether;
non-proteinogenic L-alpha-amino acid
mucolytic2012201212.0low000010
fibrinpeptide2000200024.0low001000
arachidonic acidicosa-5,8,11,14-tetraenoic acid;
long-chain fatty acid;
omega-6 fatty acid
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
human metabolite;
mouse metabolite
2014201410.0low000010
tetragastrinpeptidyl amide;
tetrapeptide
anxiogenic;
human metabolite
2008200816.0low000100
glycylprolinedipeptide zwitterion;
dipeptide
metabolite1998201916.7medium001420
leukotriene a4epoxy fatty acid;
leukotriene;
long-chain fatty acid;
oxylipin;
polyunsaturated fatty acid
human metabolite;
mouse metabolite;
plant metabolite
201520159.0low000020
leukotriene b4dihydroxy monocarboxylic acid;
hydroxy polyunsaturated fatty acid;
leukotriene;
long-chain fatty acid
human metabolite;
mouse metabolite;
plant metabolite;
vasoconstrictor agent
2010201711.0low000220
prolylglycinedipeptide zwitterion;
dipeptide
1998201421.6medium002210
acth (4-7), pro-gly-pro-2001201712.9medium000360
sc 57461201720177.0low000010
seryl-leucyl-isoleucyl-glycyl--arginyl-leucinamide2009200915.0low000100
tp 7201720177.0low000010
neuropeptide y2008200816.0low000100
endothelin-1201720177.0low000010
interleukin-82009201313.0low000130
chymostatin2009200915.0low000100
vasoactive intestinal peptide2008200915.7low000300
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
2019 Novel Coronavirus Disease0202120213.0low000001
Ache0201820186.0low000010
Acute Lung Injury0202120213.0low000001
Acute Respiratory Distress Syndrome0201820186.0low000010
Aggression0201820186.0low000010
Airflow Obstruction, Chronic02010201910.6low000230
Airway Hyper-Responsiveness0201820186.0low000010
Airway Obstruction02014201410.0low000010
Airway Remodeling0201820205.3low000030
Allergic Reaction0201820186.0low000010
Amnionitis0201720177.0low000010
Analgesia, Congenital02009200915.0low000100
Anasarca0201620168.0low000010
Angiitis0201720177.0low000010
Anoxemia02006200618.0low000100
Anxiety02004202212.7low000201
Apoplexy0201920195.0low000010
Asthma0201420188.0low000020
Asthma, Bronchial0201420188.0low000020
Bacterial Pneumonia0201520159.0low000010
Behavior Disorders02006200618.0low000100
Blood Poisoning02011201113.0low000010
Bowel Diseases, Inflammatory0201920195.0low000010
Brain Ischemia02005201713.0low000120
Bronchiolitis Obliterans02009200915.0low000100
Bronchiolitis, Exudative02009200915.0low000100
Burns, Chemical02000200621.7low001200
Centriacinar Emphysema0201120199.0low000020
Cerebral Infarction, Middle Cerebral Artery02013201311.0low000010
Cerebral Ischemia02005201713.0low000120
Chorioamnionitis0201720177.0low000010
Chronic Disease02008201512.8low000130
Chronic Illness02008201512.8low000130
Chronic Lung Injury0201820186.0low000010
Complications, Infectious Pregnancy0201720177.0low000010
Cornea Injuries02000200024.0low001000
Corneal Injuries02000200024.0low001000
Corneal Ulcer02001200620.5low000200
Cystic Fibrosis02008202010.0low000110
Cystic Fibrosis of Pancreas02008202010.0low000110
Degenerative Diseases, Central Nervous System0202120213.0low000001
Delayed Effects, Prenatal Exposure02006200618.0low000100
Depression02008200816.0low000100
Disbacteriosis0202220222.0low000001
Disease Models, Animal02003202112.4low000451
Disease, Pulmonary02011201810.7low000030
Edema0201620168.0low000010
Elevated Cholesterol02013201311.0low000010
Equine Diseases02014201410.0low000010
Experimental Lung Inflammation02010201711.7low000210
Eye Burns02000200621.7low001200
Fetal Membranes, Premature Rupture0201720177.0low000010
Gastric Ulcer01999201615.2low001220
Gastritis0201520159.0low000010
Haemophilus Infections0201520159.0low000010
Hypercholesterolemia02013201311.0low000010
Hyperhidrosis02009200915.0low000100
Hyperidrosis02009200915.0low000100
Hypersensitivity0201820186.0low000010
Hypoxia02006200618.0low000100
Infarction, Middle Cerebral Artery02013201311.0low000010
Infections, Orthomyxoviridae02010201014.0low000200
Infections, Pneumococcal02010201014.0low000200
Infections, Ureaplasma0201720177.0low000010
Inflammation0200620219.9low0005131
Inflammatory Bowel Diseases0201920195.0low000010
Injuries0201720177.0low000010
Innate Inflammatory Response0200620219.9low0005131
Keratitis02008200816.0low000100
Keratitis, Ulcerative02001200620.5low000200
Lung Diseases02011201810.7low000030
Lung Injury, Acute0202120213.0low000001
Mental Disorders02006200618.0low000100
Neurodegenerative Diseases0202120213.0low000001
Orthomyxoviridae Infections02010201014.0low000200
Pain0201820186.0low000010
Peritonitis02007200717.0low000100
Pheochromocytoma0201520159.0low000010
Pheochromocytoma, Extra-Adrenal0201520159.0low000010
Pneumococcal Infections02010201014.0low000200
Pneumonia02010201711.7low000210
Pneumonia, Bacterial0201520159.0low000010
Pneumonia, Pneumococcal0201520159.0low000010
Pregnancy02006201712.5low000110
Premature Rupture of Fetal Membranes0201720177.0low000010
Primary Peritonitis02007200717.0low000100
Protein Aggregation, Pathological0202120213.0low000001
Pulmonary Disease, Chronic Obstructive02010201910.6low000230
Respiratory Distress Syndrome0201820186.0low000010
Rida02008200816.0low000100
Sepsis02011201113.0low000010
Stomach Ulcer01999201615.2low001220
Stroke0201920195.0low000010
Vasculitis0201720177.0low000010
Wounds and Injuries0201720177.0low000010

Safety/Toxicity (1)

ArticleYear
Effects of semax and its Pro-Gly-Pro fragment on calcium homeostasis of neurons and their survival under conditions of glutamate toxicity.
Bulletin of experimental biology and medicine, , Volume: 143, Issue:5
2007

Pharmacokinetics (1)

ArticleYear
[Pharmacokinetics of glyprolines (PGP) upon intragastric administration].
Eksperimental'naia i klinicheskaia farmakologiia, , Volume: 67, Issue:4

Bioavailability (2)

ArticleYear
Proline-containing peptides-New insight and implications: A Review.
BioFactors (Oxford, England), , Volume: 45, Issue:6
2019
The multifaceted roles of the matrikine Pro-Gly-Pro in pulmonary health and disease.
European respiratory review : an official journal of the European Respiratory Society, , Jun-30, Volume: 27, Issue:148
2018