51776-33-1

Basic information

• Product Name: H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2
• Synonyms: LUTEINIZING HORMONE RELEASING HORMONE FRAGMENT 4-10;LHRH (4-10);H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2;GONADOTROPIN-RELEASING HORMONE (4-10);luteinizing hormone releasing hormone*fragment 4-;lh-rh fragment 4-10;gonadotropin-releasing hormone I, fragment 4-10;LH-RH Fragment 4-10, Ser-Tyr-Gly-Leu-Arg-Pro-Gly-NH2
• CAS NO: 51776-33-1
• Molecular Formula: C₃₃H₅₃N₁₁O₉
• Molecular Weight: 747.84
• Mol File: 51776-33-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.48±0.1 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 9.82±0.15(Predicted)
• CAS DataBase Reference: H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2(CAS DataBase Reference)
• NIST Chemistry Reference: H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2(51776-33-1)
• EPA Substance Registry System: H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2(51776-33-1)

Safety Data

• Hazard Codes: T
• Statements: 60
• Safety Statements: 53-22-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 51776-33-1(Hazardous Substances Data)

Usage

General Description

The chemical compound H-SER-TYR-GLY-LEU-ARG-PRO-GLY-NH2 is a peptide consisting of the amino acids serine, tyrosine, glycine, leucine, arginine, proline, and glycine with an amidated C-terminus. This peptide sequence is commonly used in research and pharmaceutical applications due to its potential biological activities. It may also be used as a tool in studying protein-protein interactions, enzyme activity, and signal transduction pathways. The specific combination and sequence of amino acids in this peptide can play a role in its function and potential therapeutic uses.

Upstream product

• 97985-95-0 {(S)-1-[(S)-1-{[((S)-1-{(S)-1-[(S)-2-(Carbamoylmethyl-carbamoyl)-pyrrolidine-1-carbonyl]-4-guanidino-butylcarbamoyl}-3-methyl-butylcarbamoyl)-methyl]-carbamoyl}-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-hydroxy-ethyl}-carbamic acid benzyl ester 
• 33515-09-2 gonadorelin 
• 4530-20-5 BOC-glycine 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 13836-37-8 Boc-Arg(Tos)-OH 
• 54793-73-6 glycylleucine methyl ester 
• 97985-94-9 {(S)-1-[(S)-1-{[((S)-1-Azidocarbonyl-3-methyl-butylcarbamoyl)-methyl]-carbamoyl}-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-2-hydroxy-ethyl}-carbamic acid benzyl ester 
• 97985-97-2 amide of benzyloxycarbonylarginylprolylglycine 
• 52699-98-6 (S)-1-((S)-2-Amino-5-guanidino-pentanoyl)-pyrrolidine-2-carboxylic acid carbamoylmethyl-amide 
• 49864-48-4 2-[(L-prolyl)amino]acetamide 
• 3304-59-4 N-benzyloxycarbonyl-L-proline p-nitrophenyl ester 
• 97985-93-8 Z-Ser-Tyr-Gly-Leu-NHNH₂ 
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Downstream Products

• 33515-09-2 gonadorelin 

Relevant articles and documents

Hydrolytic cleavage of pyroglutamyl-peptide Bond. V. Selective removal of pyroglutamic acid from biologically active pyroglutamylpeptides in high concentrations of aqueous methanesulfonic acid

Application of aqueous methanesulfonic acid (MSA) for selective chemical removal of pyroglutamic acid (pGlu) residue from five biologically active pyroglutamyl-peptides (pGlu-X-peptides, X=amino acid residue at position 2) was examined. Gonadotropin releasing hormone (Gn-RH), dog neuromedin U-8 (d-NMU-8), physalaemin (PH), a bradykinin potentiating peptide (BPP-5a) and neurotensin (NT) as pGlu-X-peptides were incubated in either 70% or 90% aqueous MSA at 25°C. HPLC analysis of the incubation solutions showed that the main decomposition product was H-X-peptide derived from each pGlu-X-peptide by the removal of pGlu. The results revealed that the pGlu-X peptide bond had higher susceptibility than various internal amide bonds in the five peptides examined, including the Trp-Ser bond in Gn-RH, the C-terminal Asn-NH2 in d-NMU-8, and the Asp-Pro bond in PH, whose acid susceptibility is well known. Thus, mild hydrolysis with high concentrations of aqueous MSA may be applicable to chemically selective removal of pGlu from pGlu-X-peptides for structural examinations.

Scheme for the synthesis of luliberin and analogs

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