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Thyrotropin-Releasing Hormone (TRH), Free Acid

Thyrotropin-releasing hormone (TRH) is an endogenous tripeptide that acts as a neurotransmitter and neurohormone. TRH regulates hypothalamic-pituitary-adrenal (HPA) and estrogenic signaling pathways. TRH exhibits immunomodulatory and neuroprotective activities. TRH prevents oxidative stress, caspase-mediated apoptosis, glutamate toxicity, and neuroinflammation. Additionally, TRH stimulates epidermal regeneration in ex vivo models, increasing would healing. TRH activates the TRH receptor.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Thyrotropin-Releasing Hormone (TRH), Free Acid(CAS 24769-58-2)

CAT No: R1836

CAS No:24769-58-2

Synonyms/Alias:24769-58-2;L-Proline, 5-oxo-L-prolyl-L-histidyl-;Trh-OH;TRH (free acid);PGlu-3-methyl-His-Pro-NH2;D-His-Protirelin;Acid-TRH;pGlu-His-Pro amide;MFCD00038638;L-Proline,5-oxo-L-prolyl-L-histidyl-;A-42872;SCHEMBL9474691;CHEMBL3904583;HY-P1529;MS-25778;CS-0044793;(2S)-1-[(2S)-3-(1H-IMIDAZOL-4-YL)-2-{[(2S)-5-OXOPYRROLIDIN-2-YL]FORMAMIDO}PROPANOYL]PYRROLIDINE-2-CARBOXYLIC ACID;(2S)-1-[(2S)-3-(1H-imidazol-5-yl)-2-[[(2S)-5-oxopyrrolidine-2-carbonyl]amino]propanoyl]pyrrolidine-2-carboxylic acid;(S)-1-((S)-3-(1H-imidazol-4-yl)-2-((S)-5-oxopyrrolidine-2-carboxamido)propanoyl)pyrrolidine-2-carboxylic acid;

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M.F/Formula
C16H21N5O5
M.W/Mr.
363.37
Sequence
One Letter Code:XHP
Three Letter Code:H-Pyr-His-Pro-OH
Appearance
White or off-white lyophilized powder
Purity
> 95%
Long-term Storage Conditions
Soluble in H2O
Shipping Condition
Room temperature
InChI
InChI=1S/C16H21N5O5/c22-13-4-3-10(19-13)14(23)20-11(6-9-7-17-8-18-9)15(24)21-5-1-2-12(21)16(25)26/h7-8,10-12H,1-6H2,(H,17,18)(H,19,22)(H,20,23)(H,25,26)/t10-,11-,12-/m0/s1
InChI Key
ITYONPBTNRIEBA-SRVKXCTJSA-N
Canonical SMILES
C1CC(N(C1)C(=O)C(CC2=CN=CN2)NC(=O)C3CCC(=O)N3)C(=O)O
Isomeric SMILES
C1C[C@H](N(C1)C(=O)[C@H](CC2=CN=CN2)NC(=O)[C@@H]3CCC(=O)N3)C(=O)O

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