H-Ile-Pro-Pro-OH HCl is a milk-derived tripeptide that can inhibit ACE (angiotensin-converting enzyme) with IC50 of 5 μM. Has anti-hypertensive (blood pressure lowering) effect.

Physicochemical Properties

Molecular Formula	C16H28CLN3O4
Molecular Weight	361.8642
Exact Mass	361.176
CAS #	1208862-61-6
Related CAS #	H-Ile-Pro-Pro-OH;26001-32-1
PubChem CID	146673017
Appearance	Off-white to light yellow solid powder
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Heavy Atom Count	24
Complexity	482
Defined Atom Stereocenter Count	4
SMILES	Cl[H].O=C([C@]1([H])C([H])([H])C([H])([H])C([H])([H])N1C([C@]([H])([C@@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])N([H])[H])=O)N1C([H])([H])C([H])([H])C([H])([H])[C@@]1([H])C(=O)O[H]
InChi Key	XRXZJOQURIUXLP-KRBYAKJKSA-N
InChi Code	InChI=1S/C16H27N3O4.ClH/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;/h10-13H,3-9,17H2,1-2H3,(H,22,23);1H/t10-,11-,12-,13-;/m0./s1
Chemical Name	(2S)-1-[(2S)-1-[(2S,3S)-2-amino-3-methylpentanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carboxylic acid;hydrochloride
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	IC50: 5 μM (ACE)[2]
ln Vitro	Ile-Pro-Pro (IPP; 1 nM, 0.1 μM, and 10 μM) stimulates human umbilical vein endothelial cells (HUVECs) to produce more nitric oxide (NO)[1].
ln Vivo	In rats treated with L-NAME, Ile-Pro-Pro (IPP; 30 mg/kg daily; 0.3 g/L) attenuates vascular dysfunction[1]. In spontaneously hypertensive rats (SHR), Ile-Pro-Pro lowers blood pressure [1]. Apolipoprotein E-deficient (apoE(-/-)) mice show reduced development of atherosclerosis when exposed to Ile-Pro-Pro[1].
References	[1]. The milk-derived peptides Val-Pro-Pro and Ile-Pro-Pro attenuate arterial dysfunction in L-NAME-treated rats. Hypertens Res. 2014 Aug;37(8):703-7. [2]. Purification and characterization of angiotensin I-converting enzyme inhibitors from sour milk. J Dairy Sci. 1995 Apr;78(4):777-83.

Solubility Data

Solubility (In Vitro)

H2O: 55 mg/mL (151.99 mM) DMSO: 36.67 mg/mL (101.34 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.75 mg/mL (7.60 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.75 mg/mL (7.60 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.75 mg/mL (7.60 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. Solubility in Formulation 4: 100 mg/mL (276.35 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.7635 mL	13.8175 mL	27.6350 mL
	5 mM	0.5527 mL	2.7635 mL	5.5270 mL
	10 mM	0.2764 mL	1.3817 mL	2.7635 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.