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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 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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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
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
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
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
Chao-Hung Wang et al.
Journal of molecular and cellular cardiology, 41(1), 34-43 (2006-05-09)
Enalapril, an angiotensin-converting enzyme (ACE) inhibitor, reduces cardiovascular events in patients with acute myocardial infarction. However, whether the beneficial effect of enalapril is mediated in part through endothelial progenitor cells (EPCs) has yet to be elucidated. This study investigated the
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