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Merck
CN

P2053

Sigma-Aldrich

pGlu-Glu-Pro Amide

≥97% (HPLC)

Synonym(s):

Fertilization Promoting Peptide

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About This Item

Empirical Formula (Hill Notation):
C15H22N4O6
CAS Number:
Molecular Weight:
354.36
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Patricia M Hinkle et al.
Brain research, 935(1-2), 59-64 (2002-06-14)
A large family of TRH-like peptides in the limbic region of rat brain including pGlu-Glu-Pro-NH(2) (EEP), pGlu-Val-Pro-NH(2) (Val(2)-TRH), Leu(2)-TRH, Phe(2)-TRH and Tyr(2)-TRH has recently been discovered. TRH (pGlu-His-Pro-NH(2)) has antidepressant, neuroprotective, analeptic, anticonvulsant, antiamnesic and euphoric properties, and other TRH-like
Stephan Schilling et al.
Biological chemistry, 384(12), 1583-1592 (2004-01-15)
Glutaminyl cyclases (QC) catalyze the intramolecular cyclization of N-terminal glutamine residues of peptides and proteins. For a comparison of the substrate specificity of human and papaya QC enzymes, a novel continuous assay was established by adapting an existing discontinuous method.
L D Safronova et al.
Ontogenez, 33(3), 165-169 (2002-06-19)
The mechanisms underlying normal spermatogenesis and its pathology expressed as male sterility determined by t-complex located on chromosome 17 in mice are considered in this review. t-Complex is a very convenient model with diverse markers of expression of the genes
Lynn R Fraser et al.
The Journal of reproduction and development, 51(1), 37-46 (2005-03-08)
When released into an appropriate environment, mammalian spermatozoa begin to capacitate and then continue until fully capacitated and able to fertilize. During capacitation in vitro, some cells 'over-capacitate' and undergo spontaneous acrosome reactions; this would be highly undesirable in vivo
Lynn R Fraser et al.
Human reproduction (Oxford, England), 19(3), 596-606 (2004-03-05)
Fertilization-promoting peptide (FPP), angiotensin II (AII) and calcitonin, present in seminal plasma, have significant effects on mouse sperm function in vitro. This study investigated responses of uncapacitated and capacitated human sperm to these peptides, initially using samples from donors with

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