MedKoo Cat#: 590101 | Name: Phe-Pro-Arg-PABA-Resorufin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phe-Pro-Arg-PABA-Resorufin is a Chromogenic and fluorogenic peptide substrate for the highly sensitive detection of proteases in biological matrices. The outstanding performance of the tripeptide substrates is exemplified by specific fluorescence detection of thrombin and factor Xa at only 500 fM concentration. The substrate is also applicable to the sensitive detection of the thrombin inhibitor dabigatran in human plasma and whole blood samples, highlighting its potential for a point-of-care test for instant monitoring the blood levels of this blockbuster anticoagulant drug in specific clinical situations.

Chemical Structure

Phe-Pro-Arg-PABA-Resorufin
Phe-Pro-Arg-PABA-Resorufin
CAS#1979130-73-8 (free base)

Theoretical Analysis

MedKoo Cat#: 590101

Name: Phe-Pro-Arg-PABA-Resorufin

CAS#: 1979130-73-8 (free base)

Chemical Formula: C39H42N8O6

Exact Mass: 718.3227

Molecular Weight: 718.82

Elemental Analysis: C, 65.17; H, 5.89; N, 15.59; O, 13.35

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
1979130-73-8 (free base) 1979130-74-9 (TFA)
Synonym
Phe-Pro-Arg-PABA-Resorufin
IUPAC/Chemical Name
(S)-1-(D-phenylalanyl)-N-((S)-5-guanidino-1-oxo-1-((4-(((3-oxo-3H-phenoxazin-7-yl)oxy)methyl)phenyl)amino)pentan-2-yl)pyrrolidine-2-carboxamide
InChi Key
LWNGALSXPKCECV-CDSZWMAJSA-N
InChi Code
InChI=1S/C39H42N8O6/c40-29(20-24-6-2-1-3-7-24)38(51)47-19-5-9-33(47)37(50)46-32(8-4-18-43-39(41)42)36(49)44-26-12-10-25(11-13-26)23-52-28-15-17-31-35(22-28)53-34-21-27(48)14-16-30(34)45-31/h1-3,6-7,10-17,21-22,29,32-33H,4-5,8-9,18-20,23,40H2,(H,44,49)(H,46,50)(H4,41,42,43)/t29-,32+,33+/m1/s1
SMILES Code
O=C1C=C2OC3=CC(OCC4=CC=C(NC([C@@H](NC([C@@H]5CCCN5C([C@H](N)CC6=CC=CC=C6)=O)=O)CCCNC(N)=N)=O)C=C4)=CC=C3N=C2C=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
There are over 500 proteases which account for approximately 2% of all proteins in the human body. As one of the largest and most important groups of enzymes, they are involved in many physiological processes, including protein digestion and turnover, blood clotting, apoptosis, hormone activation, fertilization, and growth differentiation. An ill-regulated protease activity is associated with many diseases. Therefore, there is a strong demand for the development of sensitive protease assays for proteomic research, disease diagnosis, and drug development and monitoring.

Preparing Stock Solutions

The following data is based on the product molecular weight 718.82 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Arian D, Harenberg J, Krämer R. A Chromogenic and Fluorogenic Peptide Substrate for the Highly Sensitive Detection of Proteases in Biological Matrices. J Med Chem. 2016 Aug 5. [Epub ahead of print] PubMed PMID: 27464035.