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I9759

Sigma-Aldrich

Ile-Pro-Ile

≥97% (HPLC)

Synonym(s):

Diprotin A

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About This Item

Empirical Formula (Hill Notation):
C17H31N3O4
CAS Number:
Molecular Weight:
341.45
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

solubility

water: 1 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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)

InChI key

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.

Biochem/physiol Actions

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

Features and Benefits

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Effect of gonadotropin-inhibitory hormone on luteinizing hormone secretion in humans
George JT, et al.
Clinical Endocrinology, 86(5), 731-738 (2017)
Pancreatic alpha cell-derived glucagon-related peptides are required for beta cell adaptation and glucose homeostasis
Traub S, et al.
Cell Reports, 18(13), 3192-3203 (2017)
Brandon L Panaro et al.
Molecular metabolism, 19, 65-74 (2018-11-28)
Fibroblast Activation Protein (FAP), an enzyme structurally related to dipeptidyl peptidase-4 (DPP-4), has garnered interest as a potential metabolic drug target due to its ability to cleave and inactivate FGF-21 as well as other peptide substrates. Here we investigated the

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