H-Trp-Phe-OH

Names

[ Name ]:
H-Trp-Phe-OH

[Synonym ]:
2-[[2-amino-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoic acid
L-tryptophyl-L-Phenylalanine
tryptophyl-L-phenylalanine

Biological Activity

[Description]:

H-Trp-Phe-OH is a dipeptide consisting of tryptophan and phenylalanine (Trp-Phe). H-Trp-Phe-OH is also an antihypertensive peptide with inhibitory activity on angiotensin-converting enzyme (ACE), dose-dependently increases NO levels, and decreases endothelin-1 (ET-1) levels. H-Trp-Phe-OH (2 mg/kg; subcutaneous injection; 6 injections over 3 days) causes an increase in ovarian weight in female mice[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> Metabolic Enzyme/Protease >> Angiotensin-converting Enzyme (ACE)

[References]

[1]. Zhao YQ, et al. Eight antihypertensive peptides from the protein hydrolysate of Antarctic krill (Euphausia superba): Isolation, identification, and activity evaluation on human umbilical vein endothelial cells (HUVECs). Food Res Int. 2019 Jul;121:197-204.

[2]. Pitkow et al. Pharmacological effect of dipeptides on ovarian and uterine weights in immature mice. IRCS Medical Science: Library Compendium (1977), 5(8), 378.

Chemical & Physical Properties

[ Density]:
1.319g/cm3

[ Boiling Point ]:
688.3ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₂₁N₃O₃

[ Molecular Weight ]:
351.39900

[ Flash Point ]:
370.1ºC

[ Exact Mass ]:
351.15800

[ PSA ]:
108.21000

[ LogP ]:
2.94100

[ Index of Refraction ]:
1.671

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AY7582000

CHEMICAL NAME :: Alanine, 3-phenyl-N-tryptophyl-, L-

CAS REGISTRY NUMBER :: 6686-02-8

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H21-N3-O3

MOLECULAR WEIGHT :: 351.44

WISWESSER LINE NOTATION :: T56 BMJ D1YZVMYVQ1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 150 mg/kg

SEX/DURATION :: female 3 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: BIRSB5 Biology of Reproduction, Supplement. (Champaign, IL) No.1-4, 1969-71(?). Discontinued. For publisher information, see BIREBV. Volume(issue)/page/year: 20(Suppl 1),133A,1979

Safety Information

[ HS Code ]:
2933990090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%