H-Glu-Trp-OH - CAS 38101-59-6
Catalog number: 38101-59-6
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
Molecular Weight:
VEGFR | Others
H-Glu-Trp-OH inhibits VEGF, which may inhibit angiogenesis.
Publictions citing BOC Sciences Products
  • >> More
Solid powder
(4S)-4-amino-5-[[(1S)-1-carboxy-2-(1H-indol-3-yl)ethyl]amino]-5-oxopentanoic acid;
Soluble in DMSO
Store at -20 °C
Inhibits vascular endothelial growth factor (VEGF)
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Canonical SMILES:
Current Developer:
1.Inhibitors of tripeptidyl peptidase II. 2. Generation of the first novel lead inhibitor of cholecystokinin-8-inactivating peptidase: a strategy for the design of peptidase inhibitors.
Ganellin CR1, Bishop PB, Bambal RB, Chan SM, Law JK, Marabout B, Luthra PM, Moore AN, Peschard O, Bourgeat P, Rose C, Vargas F, Schwartz JC. J Med Chem. 2000 Feb 24;43(4):664-74.
The cholecystokinin-8 (CCK-8)-inactivating peptidase is a serine peptidase which has been shown to be a membrane-bound isoform of tripeptidyl peptidase II (EC It cleaves the neurotransmitter CCK-8 sulfate at the Met-Gly bond to give Asp-Tyr(SO(3)H)-Met-OH + Gly-Trp-Met-Asp-Phe-NH(2). In seeking a reversible inhibitor of this peptidase, the enzymatic binding subsites were characterized using a fluorimetric assay based on the hydrolysis of the artificial substrate Ala-Ala-Phe-amidomethylcoumarin. A series of di- and tripeptides having various alkyl or aryl side chains was studied to determine the accessible volume for binding and to probe the potential for hydrophobic interactions. From this initial study the tripeptides Ile-Pro-Ile-OH (K(i) = 1 microM) and Ala-Pro-Ala-OH (K(i) = 3 microM) and dipeptide amide Val-Nvl-NHBu (K(i) = 3 microM) emerged as leads. Comparison of these structures led to the synthesis of Val-Pro-NHBu (K(i) = 0.
2.Total enzymatic synthesis of cholecystokinin CCK-5.
Xiang H1, Xiang GY, Lu ZM, Guo L, Eckstein H. Amino Acids. 2004 Aug;27(1):101-5. Epub 2004 Mar 16.
This paper describes the enzymatic synthesis of the C-terminal fragment H-Gly-Trp-Met-Asp-Phe-NH2 of cholecystokinin. Immobilized enzymes were used for the formation of all peptide bonds except thermolysin. Beginning the synthesis with phenylacetyl (PhAc) glycine carboxamidomethyl ester (OCam) and H-Trp-OMe by using immobilized papain as biocatalyst in buffered ethyl acetate, the dipeptide methyl ester was then coupled directly with Met-OEt.HCl by alpha-chymotrypsin/Celite 545 in a solvent free system. For the 3+2 coupling PhAc-Gly-Trp-Met-OEt had to be converted into its OCam ester. The other fragment H-Asp(OMe)-Phe-NH2 resulted from the coupling of Cbo-Asp(OMe)-OH with H-Phe-NH2.HCl and thermolysin as catalyst, followed by catalytic hydrogenation. Finally PhAc-Gly-Trp-Met-Asp-Phe-NH2 was obtained in a smooth reaction from PhAc-Gly-Trp-Met-OCam and H-Asp(OMe)-Phe-NH2 with alpha-chymotrypsin/Celite 545 in acetonitrile, followed by basic hydrolysis of the beta-methyl ester.
3."To serve and protect": enzyme inhibitors as radiopeptide escorts promote tumor targeting.
Nock BA1, Maina T, Krenning EP, de Jong M. J Nucl Med. 2014 Jan;55(1):121-7. doi: 10.2967/jnumed.113.129411. Epub 2013 Nov 28.
Radiolabeled octreotide analogs are most successfully being applied today in clinical cancer imaging and treatment. Propagation of this paradigm to other radiopeptide families has been greatly hampered by the inherent poor metabolic stability of systemically administered peptide analogs. We hypothesized that the in vivo coadministration of specific enzyme inhibitors would improve peptide bioavailability and hence tumor uptake. Through single coinjection of the neutral endopeptidase inhibitor phosphoramidon (PA), we were able to provoke remarkable rises in the percentages of circulating intact somatostatin, gastrin, and bombesin radiopeptides in mouse models, resulting in a remarkable increase in uptake in tumor xenografts in mice.
4.Synthesis and biological evaluation of cholecystokinin analogs in which the Asp-Phe-NH2 moiety has been replaced by a 3-amino-7-phenylheptanoic acid or a 3-amino-6-(phenyloxy)hexanoic acid.
Amblard M1, Rodriguez M, Lignon MF, Galas MC, Bernad N, Artis-Noël AM, Hauad L, Laur J, Califano JC, Aumelas A, et al. J Med Chem. 1993 Oct 1;36(20):3021-8.
Boc-Tyr(SO3H)-Nle-Gly-Trp-Nle-Asp-2-phenylethyl ester (JMV180), an analog of the C-terminal octapeptide of cholecystokinin (CCK-8), shows interesting biological activities behaving as an agonist at the high-affinity CCK binding sites and as an antagonist at the low-affinity CCK binding sites in rat pancreatic acini. Although we did not observe any major hydrolysis of the ester bond of Boc-Tyr(SO3H)-Nle-Gly-Trp-Nle-Asp-2-phenylethyl ester in our in vitro studies, we were aware of a possible and rapid cleavage of this ester bond during in vivo studies. To improve the stability of Boc-Tyr(SO3H)-Nle-Gly-Trp-Nle-Asp-2-phenylethyl ester, we decided to synthesize analogs in which the ester bond would be replaced by a carba (CH2-CH2) linkage. We synthesized the 3-amino-7-phenylheptanoic acid (beta-homo-Aph) with the R configuration in order to mimic the Asp-2-phenylethyl ester moiety and the 3-amino-6-(phenyloxy)hexanoic acid (H-beta-homo-App-OH), an analog of H-beta-homo-Aph-OH in which a methylene group has been replaced by an oxygen.
Molecular Weight Calculator Molarity Calculator Solution Dilution Calculator

Related VEGFR Products

CAS 52432-72-1 Oxeladin citrate

Oxeladin citrate
(CAS: 52432-72-1)

Oxeladin citrate is a cough suppressant used to treat all types of cough of various etiologies.

CAS 178925-65-0 APC-366

(CAS: 178925-65-0)

APC-366, an amino acid derivative, has been found to be a mast cell tryptase inhibitor and was once studied against asthma by Celera Genomics Group. Ki: 7.1 μM.

CAS 1291074-87-7 ENMD-2076 L-(+)-Tartaric acid

ENMD-2076 L-(+)-Tartaric acid
(CAS: 1291074-87-7)

ENMD-2076 L-(+)-Tartaric acid is the tartaric acid of ENMD-2076, selective activity against Aurora A and Flt3 with IC50 of 14 nM and 1.86 nM, 25-fold more selec...

CAS 211110-63-3 Sobetirome

(CAS: 211110-63-3)

Sobetirome selectively binds to and activates TRbeta over TRalpha and this receptor selectivity led to the hypothesis that sobetirome would lower cholesterol th...

CAS 883986-34-3 AZD2932

(CAS: 883986-34-3)

AZD2932 is a new quinazoline ether inhibitor and is a high affinity inhibitor of VEFGR-2 and PDGFR. It has a balanced ~1:1 ratio of activity vs both VEGFR-2 an...

CAS 326914-10-7 SU11652

(CAS: 326914-10-7)

SU11652 is a cell-permeable and sunitinib-like inhibitor of tyrosine kinase receptor (RTK) and angiogenesis with antineoplastic property. It selectively inhibit...

CAS 723331-20-2 ZJ 43

ZJ 43
(CAS: 723331-20-2)

ZJ 43 is a potent inhibitor of glutamate carboxypeptidase II and III (GCP II and III/NAAG peptidase/NAALADase) (Ki = 0.8 and 23 nM, respectively). It inhibits t...

CAS 947303-87-9 PF 429242

PF 429242
(CAS: 947303-87-9)

PF 429242 is a reversible, competitive, cell permeable inhibitor of sterol regulatory element-binding protein (SREBP) site 1 protease (IC50 = 0.175 μM) without ...

CAS 465-21-4 Bufalin

(CAS: 465-21-4)

Bufalin is a major digoxin-like immunoreactive component of the Chinese medicine Chan Su and has been shown to exert a potential for anticancer activity against...

(CAS: 1418741-86-2)

CHEMBL2426474, also called as UNC1079, the piperidine analog of UNC1021 that has binding affinity to L3MBTL3 in human G401 cells by Western blot based pulldown ...

CAS 900573-88-8 JI-101

(CAS: 900573-88-8)

JI-101 is an orally active inhibitor of vascular endothelial growth factor receptor 2 (VEGFR2), platelet-derived growth factor receptor beta (PDGFRb), and the e...

CAS 728033-96-3 OSI-930

(CAS: 728033-96-3)

OSI-930 is a selective thiophene-derived tyrosine kinase inhibitor with potential antineoplastic activity. Tyrosine kinase inhibitor OSI-930 inhibits stem cell ...

(CAS: 101708-64-9)

PD-116152 is a novel and highly substituted phenazine. It has antitumor activity. It was isolated from the culture broth of a Streptomyces sp.

CAS 212141-51-0 Vatalanib dihydrochloride

Vatalanib dihydrochloride
(CAS: 212141-51-0)

Vatalanib (PTK787; ZK-222584; CGP-79787) is an inhibitor of VEGFR2/KDR with IC50 of 37 nM, less potent against VEGFR1/Flt-1, 18-fold against VEGFR3/Flt-4.

CAS 883226-64-0 S 07662

S 07662
(CAS: 883226-64-0)

S 07662 is an inverse agonist of the constitutive androstane receptor (CAR). S 07662 inhibits CAR activity via recruitment of nuclear receptor co-repressor (NCo...

(CAS: 1394820-69-9)

Ningetinib is a potent, orally bioavailable small molecule tyrosine kinase inhibitor (TKI) with IC50s of 6.7, 1.9 and <1.0 nM for c-Met, VEGFR2 and Axl, respect...

CAS 212141-54-3 Vatalanib

(CAS: 212141-54-3)

Vatalanib, also called as PTK 787 or CGP 797870, is a small molecule that interacts reversibly and competitively at the ATP-binding site of the receptor tyrosin...

CAS 7235-40-7 β Carotene

β Carotene
(CAS: 7235-40-7)

Beta Carotene is an organic compound and classified as a terpenoid. It is a precursor (inactive form) of vitamin A.

CAS 927880-90-8 RAF265

(CAS: 927880-90-8)

RAF265 is a potent selective inhibitor of C-Raf/B-Raf/B-Raf V600E with IC50 of 3-60 nM, and exhibits potent inhibition on VEGFR2 phosphorylation with EC50 of 30...

(CAS: 890128-81-1)

BFH772, a structure analogue of BAW2881, was highly effective at targeting VEGFR2 kinase with an IC50 value of 3 nM, however, lost 500-fold potency on FLK-1, FL...

Chemical Structure

CAS 38101-59-6 H-Glu-Trp-OH

Quick Inquiry

Verification code

Featured Items