TRH Thyrotropin (Protirelin)

$43.33

Thyrotropin releasing hormone (TRH or Protirelin) is a research peptide consisting of the tripeptide sequence pGlu-His-Pro-NH₂. It functions as a hypothalamic regulatory peptide that modulates pituitary secretion of thyrotropin (TSH) and prolactin through activation of the TRH receptor, a Gq-coupled GPCR. This interaction stimulates phospholipase C, IP₃, and intracellular Ca²⁺ signaling cascades involved in pituitary–thyroid axis regulation. TRH is utilized in preclinical studies of neuroendocrine feedback, receptor coupling, and second-messenger signal transduction.

For research use only. Not for human consumption.

References:
Lechan RM & Fekete C, Physiol Rev, 2004;84(1):109-134
Joseph-Bravo P et al., J Endocrinol, 2015;226(2):T85
Trubacova R et al., Front Cell Dev Biol, 2022;10:981452

Category:

Description

Properties
Molecular Formula C16H22N6O4
Molecular Weight 362.38
Monoisotopic Mass 362.1702532
Polar Area 150
Complexity 597
XLogP -2.5
Heavy Atom Count 26
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 6
PubChem LCSS Protirelin Laboratory Chemical Safety Summary
Identifiers
CID 638678
InChI InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
InChIKey XNSAINXGIQZQOO-SRVKXCTJSA-N
Isometric SMILES C1C[C@H](N(C1)C(=O)[C@H](CC2=CN=CN2)NC(=O)[C@@H]3CCC(=O)N3)C(=O)N
Canonical SMILES C1CC(N(C1)C(=O)C(CC2=CN=CN2)NC(=O)C3CCC(=O)N3)C(=O)N
IUPAC Name (2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

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