A peptide ACE inhibitor
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H-Ile-Pro-Pro-OH (trifluoroacetate salt)

Item No. 28899

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-isoleucyl-L-prolyl-L-proline
Synonyms
  • IPP
Molecular Formula
C16H27N3O4 • XCF3COOH
Formula Weight
325.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
C[C@H]([C@H](N)C(N1CCC[C@H]1C(N2CCC[C@H]2C(O)=O)=O)=O)CC.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C16H27N3O4.C2HF3O2/c1-3-10(2)13(17)15(21)18-8-4-6-11(18)14(20)19-9-5-7-12(19)16(22)23;3-2(4,5)1(6)7/h10-13H,3-9,17H2,1-2H3,(H,22,23);(H,6,7)/t10-,11-,12-,13-;/m0./s1
InChi Key
KUKQSXVYCGOYJM-KRBYAKJKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $86

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    25 mg

    $190

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    50 mg

    $283

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    Product Description

    H-Ile-Pro-Pro-OH (IPP) is a peptide inhibitor of angiotensin converting enzyme (ACE; IC50 = 5 µM).1 It inhibits acetylcholine-induced nitric oxide (NO) production in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 1 µM and induces vasorelaxation in precontracted isolated rat aortic rings.2 IPP (0.3 mg/kg) decreases systolic blood pressure in spontaneously hypertensive, but not normotensive, rats.3 Dietary administration of IPP reduces plasma levels of total cholesterol, HDL-cholesterol, and triglycerides, mRNA expression of IL-6 and IL-1β, and aortic arch intimal thickening and atherosclerotic plaque formation in ApoE-/- mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakamura, Y., Yamamoto, N., Sakai, K., et al. Purification and characterization of angiotensin I-converting enzyme inhibitors from sour milk. J. Dairy Sci. 78(4), 777-783 (1995).

    2. Hirota, T., Nonaka, A., Matsushita, A., et al. Milk casein-derived tripeptides, VPP and IPP induced NO production in cultured endothelial cells and endothelium-dependent relaxation of isolated aortic rings. Heart Vessels 26(5), 549-556 (2011).

    3. Nakamura, Y., Yamamoto, N., Sakai, K., et al. Antihypertensive effect of sour milk and peptides isolated from it that are inhibitors to angiotensin I-converting enzyme. J. Dairy Sci. 78(6), 1253-1257 (1995).

    4. Nakamura, T., Hirota, T., Mizushima, K., et al. Milk-derived peptides, Val-Pro-Pro and Ile-Pro-Pro, attenuate atherosclerosis development in apolipoprotein e-deficient mice: A preliminary study. J. Med. Food 16(5), 396-403 (2013).