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pyroglutamyl-phenylalanyl-prolinamide

Names

[ CAS No. ]:
34783-35-2

[ Name ]:
pyroglutamyl-phenylalanyl-prolinamide

[Synonym ]:
Glp-Phe-Pro-NH2
pyro-L-Glu-L-Phe-L-Pro-NH2
[Phe2]-TRH
pGlu-Phe-Pro-NH2

Biological Activity

[Description]:

[Phe2]-TRH is a thyrotropin releasing hormone analogue, equipping a conformational similarity with Leu5-enkephalin[1].

[Related Catalog]:

Research Areas >> Endocrinology
Signaling Pathways >> Others >> Thyroid Hormone Receptor

[In Vitro]

[Phe2]-TRH对 TRH 受体的亲和力低于 TRH 本身，并且在 [Phe2, azPro3]-TRH 类似物中用 azPro 替代 Pro 导致亲和力进一步损失约 200 倍[1]。

[References]

[1]. Eckle E, et al. Conformational properties of central nervous system active thyrotropin releasing hormone analogues: probing structure-activity relationships at the molecular level. J Med Chem. 1985 Jan;28(1):125-37.  

[2]. Zhang WJ, et al. Impact of azaproline on amide cis-trans isomerism: conformational analyses and NMR studies of model peptides including TRH analogues. J Am Chem Soc. 2003 Feb 5;125(5):1221-35.  

Chemical & Physical Properties

[ Molecular Formula ]:
C19H24N4O4

[ Molecular Weight ]:
372.41800

[ Exact Mass ]:
372.18000

[ PSA ]:
121.60000

[ LogP ]:
0.82670

Related Compounds