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Key Documents

I9759

Sigma-Aldrich

Ile-Pro-Ile

≥97% (HPLC)

Synonyme(s) :

Diprotin A

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About This Item

Formule empirique (notation de Hill):
C17H31N3O4
Numéro CAS:
Poids moléculaire :
341.45
Numéro MDL:
Code UNSPSC :
51111800
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Pureté

≥97% (HPLC)

Forme

powder

Solubilité

water: 1 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

CCC(C)C(N)C(=O)N1CCCC1C(=O)NC(C(C)CC)C(O)=O

InChI

1S/C17H31N3O4/c1-5-10(3)13(18)16(22)20-9-7-8-12(20)15(21)19-14(17(23)24)11(4)6-2/h10-14H,5-9,18H2,1-4H3,(H,19,21)(H,23,24)

Clé InChI

JNTMAZFVYNDPLB-UHFFFAOYSA-N

Amino Acid Sequence

Ile-Pro-Ile

Application

Ile-Pro-Ile has been used as a supplement for blood collection for hormone measurement and used in Islets cell culture to stabilize glucagon-like peptide-1 (GLP-1). It has also been used to inhibit the breakdown of gonadotropin-inhibitory hormone (GnIH) following serum collection.

Actions biochimiques/physiologiques

Inhibitor of dipeptidyl peptidase IV. Inhibits entry of HIV-1 or HIV-2 into T lymphoblastoid and monocytoid cell lines.

Caractéristiques et avantages

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Gemma Pujadas et al.
Molecular metabolism, 39, 101008-101008 (2020-05-12)
Glucose-dependent insulinotropic polypeptide (GIP) conveys information from ingested nutrients to peripheral tissues, signaling energy availability. The GIP Receptor (GIPR) is also expressed in the bone marrow, notably in cells of the myeloid lineage. However, the importance of gain and loss
Effect of gonadotropin-inhibitory hormone on luteinizing hormone secretion in humans
George JT, et al.
Clinical Endocrinology, 86(5), 731-738 (2017)
F Samuel van Nierop et al.
Clinical nutrition (Edinburgh, Scotland), 36(6), 1615-1620 (2016-10-25)
Bile acids (BA) are pleiotropic hormones affecting glucose and lipid metabolism. The physiochemical properties of different BA species affect their enterohepatic dynamics and their affinity for bile acid receptors. The BA pool composition is altered in patients with type 2
Carlos García-Aparicio et al.
Journal of medicinal chemistry, 49(17), 5339-5351 (2006-08-18)
Here we describe a novel type of enzyme-based prodrug approach in which a dipeptide moiety is linked to a nonpeptidic therapeutic drug through an amide bond which is specifically cleaved by the dipeptidyl-peptidase IV (DPP IV/CD26) enzyme activity present in
Preeshila Behary et al.
Diabetes care, 42(8), 1446-1453 (2019-06-10)
Roux-en-Y gastric bypass (RYGB) augments postprandial secretion of glucagon-like peptide 1 (GLP-1), oxyntomodulin (OXM), and peptide YY (PYY). Subcutaneous infusion of these hormones ("GOP"), mimicking postprandial levels, reduces energy intake. Our objective was to study the effects of GOP on

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