VPM peptide is a dithiol protease-cleavable peptide cross-linker. VPM peptide can be incorporated into the backbone of PEG-diacrylate (PEG-DA) macromonomers to form PEG hydrogels.

Physicochemical Properties

Molecular Formula	C63H109N25O22S4
Molecular Weight	1696.9538667202
Exact Mass	1695.706
CAS #	1428885-83-9
Related CAS #	VPM peptide TFA
PubChem CID	168013115
Appearance	White to off-white solid powder
LogP	-12.4
Hydrogen Bond Donor Count	27
Hydrogen Bond Acceptor Count	30
Rotatable Bond Count	56
Heavy Atom Count	114
Complexity	3410
Defined Atom Stereocenter Count	12
SMILES	CC(C)[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)NCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CS)C(=O)NCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CS)NC(=O)CN
InChi Key	CTKJLRUZIZTZBG-YXEJSSDOSA-N
InChi Code	InChI=1S/C63H109N25O22S4/c1-30(2)48(87-56(106)37(22-46(95)96)84-51(101)32(10-6-16-72-62(67)68)81-58(108)40(29-112)78-42(90)23-64)60(110)88-18-8-12-41(88)59(109)83-35(14-20-114-4)54(104)85-38(27-89)57(107)82-34(13-19-113-3)53(103)79-31(9-5-15-71-61(65)66)49(99)75-24-43(91)74-25-44(92)77-36(21-45(93)94)55(105)80-33(11-7-17-73-63(69)70)52(102)86-39(28-111)50(100)76-26-47(97)98/h30-41,48,89,111-112H,5-29,64H2,1-4H3,(H,74,91)(H,75,99)(H,76,100)(H,77,92)(H,78,90)(H,79,103)(H,80,105)(H,81,108)(H,82,107)(H,83,109)(H,84,101)(H,85,104)(H,86,102)(H,87,106)(H,93,94)(H,95,96)(H,97,98)(H4,65,66,71)(H4,67,68,72)(H4,69,70,73)/t31-,32-,33-,34-,35-,36-,37-,38-,39-,40-,41-,48-/m0/s1
Chemical Name	(3S)-3-[[2-[[2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[(2-aminoacetyl)amino]-3-sulfanylpropanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-carboxypropanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carbonyl]amino]-4-methylsulfanylbutanoyl]amino]-3-hydroxypropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]acetyl]amino]acetyl]amino]-4-[[(2S)-1-[[(2R)-1-(carboxymethylamino)-1-oxo-3-sulfanylpropan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-oxobutanoic acid
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

ln Vitro	Matrix metalloproteinase (MMP)-1 and MMP-2 proteases quickly break the VPM peptide[2]. Proteases can break down VPM-crosslinked microgels in a concentration-dependent way[2].
References	[1]. Maleimide cross-linked bioactive PEG hydrogel exhibits improved reaction kinetics and cross-linking for cell encapsulation and in situ delivery. Adv Mater. 2012 Jan 3;24(1):64-70, 2. [2]. Protease-degradable microgels for protein delivery for vascularization. Biomaterials. 2017 Jan;113:170-175.

Solubility Data

Solubility (In Vitro)

DMSO: 50 mg/mL (29.46 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (1.47 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 25.0 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: ≥ 2.5 mg/mL (1.47 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 25.0 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: ≥ 2.5 mg/mL (1.47 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	0.5893 mL	2.9465 mL	5.8929 mL
	5 mM	0.1179 mL	0.5893 mL	1.1786 mL
	10 mM	0.0589 mL	0.2946 mL	0.5893 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.