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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:
90614-48-5
Molecular Weight:
341.45
MDL number:
MFCD00038707
UNSPSC Code:
51111800
PubChem Substance ID:
24896160
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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)
Pádraigín A Harnedy et al.
Food research international (Ottawa, Ont.), 106, 598-606 (2018-03-28)
Large quantities of low-value protein rich co-products, such as salmon skin and trimmings, are generated annually. These co-products can be upgraded to high-value functional ingredients. The aim of this study was to assess the antidiabetic potential of salmon skin gelatin
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)
Lucianno Carneiro et al.
Nutrients, 14(7) (2022-04-13)
Nausea, vomiting and abdominal pain in diabetic patients are often attributed to diabetic gastropathy (DG). Post-pyloric ("jejunal") enteral nutrition (JN) may improve nutrition and glycaemia in difficult cases. The acute effects of JN on postprandial symptoms and gastric function in
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