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About This Item
Empirical Formula (Hill Notation):
C17H31N3O4
CAS Number:
Molecular Weight:
341.45
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
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)
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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
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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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