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Merck
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Key Documents

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P2053

Sigma-Aldrich

pGlu-Glu-Pro Amide

≥97% (HPLC)

Sinónimos:

Fertilization Promoting Peptide

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About This Item

Fórmula empírica (notación de Hill):
C15H22N4O6
Número de CAS:
85541-78-2
Peso molecular:
354.36
MDL number:
MFCD00076815
UNSPSC Code:
12352200
PubChem Substance ID:
24898265

assay

≥97% (HPLC)

storage temp.

−20°C

SMILES string

NC(=O)C1CCCN1C(=O)C(CCC(O)=O)NC(=O)C2CCC(=O)N2

InChI

1S/C15H22N4O6/c16-13(23)10-2-1-7-19(10)15(25)9(4-6-12(21)22)18-14(24)8-3-5-11(20)17-8/h8-10H,1-7H2,(H2,16,23)(H,17,20)(H,18,24)(H,21,22)

InChI key

HYZBGWLLSXSYLX-UHFFFAOYSA-N

Amino Acid Sequence

Glp-Glu-Pro-NH2

Biochem/physiol Actions

TRH analog that is produced in the thyroid, mammary gland and prostate. Promotes fertilization by enhancing sperm function.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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A J Ruiz-Alcaraz et al.
The Journal of clinical endocrinology and metabolism, 88(12), 6002-6007 (2003-12-13)
The TRH-like peptides pGlu-Glu-Pro amide, pGlu-Phe-Pro amide, and pGlu-Gln-Pro amide were isolated and identified some years ago, and these peptides have been proven to be present in many tissues and fluids. The presence of TRH-like immunoreactivity distinct from TRH in
C K Park et al.
Animal reproduction science, 72(1-2), 83-94 (2002-07-11)
This study has evaluated the effect of fertilization-promoting peptide (FPP) on the fertilizing ability and glycosidase activity in vitro of frozen-thawed boar spermatozoa. Use of chlortetracycline (CTC) fluorescence analysis, as well as various glycosidase analyses and the oocyte penetration test
Yongxin Ma et al.
Zhonghua yi xue yi chuan xue za zhi = Zhonghua yixue yichuanxue zazhi = Chinese journal of medical genetics, 20(2), 151-155 (2003-04-04)
Both fertilization promoting peptide and adenosine stimulate capacitation but inhibit spontaneous acrosome loss by modulation of the adenylyl cyclase (AC)/cAMP signal transduction pathway. This is a review aimed at analyzing the function of fertilization promoting peptide during this process. The
L R Fraser
Frontiers in bioscience : a journal and virtual library, 3, D1187-D1191 (1998-12-04)
Fertilization promoting peptide (FPP), structurally similar to thyrotrophin releasing hormone, is produced by the prostate gland and secreted into seminal plasma. Recent in vitro studies have provided evidence that FPP elicits biologically relevant responses in mouse, human and boar spermatozoa.
Molecular mechanisms during sperm capacitation.
Ian A Brewis et al.
Human fertility (Cambridge, England), 8(4), 253-261 (2006-01-06)
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