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Thyrotropin-Releasing Hormone (TRH), Free Acid

Names

[ CAS No. ]:
24769-58-2

[ Name ]:
Thyrotropin-Releasing Hormone (TRH), Free Acid

[Synonym ]:
N-L-pyroglutamyl-glycine
L-Pyroglutamyl-L-histidyl-L-prolin
pyroglutamylglicine
pyro-L-Glu-L-His-L-Pro-OH
pGlu-His-Pro-OH
Glp-His-Pro-OH
thyrotropin-releasing hormone-OH
PGLU-GLY-OH
pyroglutamylglycine
N-L-Pyroglutamyl-glycin
EpiderMal Dipeptide,EDP
Thyrotropin-Releasing Hormone (TRH), Free Acid

Biological Activity

[Description]:

Thyrotropin-Releasing Hormone (TRH), Free Acid (TRH-OH) is a physiological metabolite of Thyrotropin-Releasing Hormone.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease
Peptides
Research Areas >> Neurological Disease

[In Vitro]

TRH degradation products have been shown to be associated with a number of endocrine- and central nervous system-related biological functions. TRH (pGlu-His-Pro-NH2) can be enzymatically degraded in plasma and brain tissue to yield TRH-OH. TRH and hGHRH stimulate the release of [3H]GH into the culture medium to 435 and 464%, respectively, when compared to the control, but TRH-OH has no effect[1]. TRH-OH, produced after cleavage of the C-terminal amide group by a specific proline endopeptidase, is one of the most stable derivatives of TRH and is found at high levels in numerous brain regions. TRH-OH inhibits Na+ channel activity in mammalian septal neurons. In about 60% of the cells tested, TRH-OH at concentrations between 0.01 and 2.5 μM produces a dose-dependent reversible attenuation of Na+ currents. With 2 μM TRH-OH, peak Na+ current amplitude is reduced by 20-50%[2].

[References]

[1]. Kagabu Y, et al. Effects of thyrotropin-releasing hormone and its metabolites, Cyclo(His-Pro) and TRH-OH, on growth hormone and prolactin synthesis in primary cultured pituitary cells of the common carp, Cyprinus carpio. Gen Comp Endocrinol. 1998 Sep;111(3):395-403.

[2]. López-Barneo J, et al. Thyrotropin-releasing-hormone (TRH) and its physiological metabolite TRH-OH inhibit Na+ channel activity in mammalian septal neurons. Proc Natl Acad Sci U S A. 1990 Oct;87(20):8150-4.


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Chemical & Physical Properties

[ Density]:
1.64g/cm3

[ Molecular Formula ]:
C16H21N5O5

[ Molecular Weight ]:
363.37

[ PSA ]:
49.33000

[ LogP ]:
2.76740

[ Index of Refraction ]:
1.741

MSDS


Related Compounds

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