CAS 90614-48-5|Diprotin A

Introduction:Basic information about CAS 90614-48-5|Diprotin A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDiprotin A
CAS Number90614-48-5Molecular Weight341.44600
Density1.14 g/cm3Boiling Point583.1ºC at 760 mmHg
Molecular FormulaC17H31N3O4Melting Point/
MSDSChineseUSAFlash Point306.5ºC

Names

Namediprotin a
SynonymMore Synonyms

Diprotin A BiologicalActivity

DescriptionDiprotin A (Ile-Pro-Ile) is an inhibitor of dipeptidyl peptidase IV (DPP-IV)[1].
Related CatalogSignaling Pathways >>Metabolic Enzyme/Protease >>Dipeptidyl PeptidaseResearch Areas >>Metabolic Disease
Target

IC50: DPP-IV[1]

In VitroDiprotin A (100 μM; 30 minutes after CXCR4-blocker or Src-inhibitor treatment) induces the phosphorylation of Src [Tyr 416] and VE-cadherin [Tyr731] in hECs in both normoxia and H/R conditions in human endothelial cells and disrupts endothelial cell-to-cell junctions, which are attenuated by CXCR4 (receptor of SDF-1α)-blocker or Src-inhibitor[1]. Western Blot Analysis[1] Cell Line: Human endothelial cells[1] Concentration: 100 μM Incubation Time: 30 minutes after CXCR4-blocker or Src-inhibitor treatment Result: Induced the phosphorylation of Src [Tyr 416] and VE-cadherin [Tyr731] in hECs.
In VivoDiprotin A (intraperitoneal injection; 70 μg/kg; twice daily; 7 days) increases the phosphorylation of Src and VE-cadherin and aggravates vascular leakage in the retinas. Collectively, Diprotin A induces vascular leakage by augmenting the SDF-1α/CXCR4/Src/VE-cadherin signaling pathway[1]. Animal Model: Streptozotocin-induced diabetic retinopathy model in wild-type C57/BL6 mice[1] Dosage: 70 μg/kg Administration: Intraperitoneal injection; twice daily; 7 days Result: Induced vascular leakage by augmenting the SDF-1α/CXCR4/Src/VE-cadherin signaling pathway.
References

[1]. Lee CS, et al. Dipeptidyl Peptidase-4 Inhibitor Increases Vascular Leakage in Retina through VE-cadherin Phosphorylation. Sci Rep. 2016 Jul 6;6:29393.

Chemical & Physical Properties

Density1.14 g/cm3
Boiling Point583.1ºC at 760 mmHg
Molecular FormulaC17H31N3O4
Molecular Weight341.44600
Flash Point306.5ºC
Exact Mass341.23100
PSA112.73000
LogP1.99540
Index of Refraction1.517
InChIKeyJNTMAZFVYNDPLB-PEDHHIEDSA-N
SMILESCCC(C)C(N)C(=O)N1CCCC1C(=O)NC(C(=O)O)C(C)CC
Storage condition−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NR4737000
CHEMICAL NAME :
L-Isoleucine, N-(1-L-isoleucyl-L-prolyl)-
CAS REGISTRY NUMBER :
90614-48-5
LAST UPDATED :
199212
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C17-H31-N3-O4
MOLECULAR WEIGHT :
341.51

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>250 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 37,422,1984

Safety Information

Personal Protective EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
WGK Germany3
RTECSNR4737000

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Synonyms

MFCD00038707
H-ILE-PRO-ILE-OH
ILE-PRO-ILE H2O
Ile-Pro-Ile-OH
H-ILE-PRO-ILE-OH H2O
DIPEPTIDYLPEPTIDASE IV INHIBITOR I
L-Isoleucyl-L-prolyl-L-isoleucine
ILE-PRO-ILE
L-Ile-L-Pro-L-Ile-OH
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