Cyclo(L-His-L-Pro)

CAS: 53109-32-3

Ref. 3D-FC49257

Product Information

• Name: Cyclo(L-His-L-Pro)
• Synonyms: Cyclo(-His-Pro), (3S,8aS)-3-(1H-imidazol-5-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione, (3S,8aS)-Hexahydro-3-(1H-imidazol-4-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione, (3S,9aS)-3-(1H-imidazol-5-ylmethyl)tetrahydro-2H-pyrido[1,2-a]pyrazine-1,4(3H,6H)-dione, 3-(1H-imidazol-5-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione, Cyclo(<span class="text-smallcaps">L</smallcap>-histidyl-<smallcap>L</span>-proline), Cyclo(histidyl-proline), Cyclo(prolylhistidine), Histidylproline - Piperazine-2,3-Dione (1:1), Histidylproline diketopiperazine, Histidylproline dioxopiperazine, Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(1H-imidazol-4-ylmethyl)-, (3S,8aS)-, Pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(1H-imidazol-4-ylmethyl)-, (3S-trans)-

Description

Cyclo(L-His-L-Pro) is a dipeptide molecule that is part of the thyroid hormone thyrotropin-releasing hormone. It has been shown to have physiological effects on experimental models, such as increased thyrotropin release and decreased calcium levels in cells. Cyclo(L-His-L-Pro) is synthesized by the enzyme prohormone convertase in the cytosol of cells. The cyclic structure of this molecule is due to intermolecular hydrogen bonding between His and Pro residues. This peptide can be metabolized into a number of metabolites, including cyclic, diketopiperazines.

• Brand: Biosynth

Chemical properties

• Molecular weight: 234.25 g/mol
• Formula: C₁₁H₁₄N₄O₂
• Purity: Min. 98 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1
• InChI key: InChIKey=NAKUGCPAQTUSBE-IUCAKERBSA-N
• SMILES: O=C1N[C@@H](Cc2cnc[nH]2)C(=O)N2CCC[C@@H]12