IMP-1710
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MedKoo CAT#: 464114

CAS#: 2383117-96-0

Description: IMP-1710 is an inhibitor of ubiquitin C-terminal hydrolase L1 (UCH-L1) that contains an alkyne moiety for use in click chemistry reactions. It is selective for UCH-L1 over a panel of 20 deubiquitinating enzymes at 1 µM. IMP-1710 inhibits TGF-β1-induced fibroblast-to-myofibroblast transition (FMT) in primary lung fibroblasts isolated from patients with idiopathic pulmonary fibrosis (IC50 = 740 nM). It has been used for labeling UCH-L1 in cell-based assays, followed by click reactions with azide-modified TAMRA and biotin capture reagents.

Chemical Structure

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IMP-1710
CAS# 2383117-96-0
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464114
Name: IMP-1710
CAS#: 2383117-96-0
Chemical Formula: C23H19N5O
Exact Mass: 381.16
Molecular Weight: 381.439
Elemental Analysis: C, 72.42; H, 5.02; N, 18.36; O, 4.19

Price and Availability

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1mg USD 400 2 Weeks
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Synonym: IMP-1710; IMP1710; IMP 1710;

IUPAC/Chemical Name: (S)-2-(4-(5-ethynyl-1H-pyrrolo[2,3-b]pyridin-3-yl)indoline-1-carbonyl)pyrrolidine-1-carbonitrile

InChi Key: FYMVGXGSNIVSKY-NRFANRHFSA-N

InChi Code: InChI=1S/C23H19N5O/c1-2-15-11-18-19(13-26-22(18)25-12-15)16-5-3-6-20-17(16)8-10-28(20)23(29)21-7-4-9-27(21)14-24/h1,3,5-6,11-13,21H,4,7-10H2,(H,25,26)/t21-/m0/s1

SMILES Code: O=C(N1C2=CC=CC(C3=CNC4=NC=C(C#C)C=C34)=C2CC1)[C@H]5N(CCC5)C#N

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:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: A clickable UCH-L1 inhibitor.
In vitro activity: Herein this study reports the discovery of the most potent and selective UCHL1 probe (IMP-1710) to date based on a covalent inhibitor scaffold and apply this probe to identify and quantify target proteins in intact human cells. IMP-1710 stereoselectively labels the catalytic cysteine of UCHL1 at low nanomolar concentration in cells. Reference: J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. https://pubmed.ncbi.nlm.nih.gov/32579346/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Ethanol 5.0 13.11

Preparing Stock Solutions

The following data is based on the product molecular weight 381.44 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
Formulation protocol: 1. Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.
In vitro protocol: 1. Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.
In vivo protocol: TBD

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1: Panyain N, Godinat A, Lanyon-Hogg T, Lachiondo-Ortega S, Will EJ, Soudy C, Mondal M, Mason K, Elkhalifa S, Smith LM, Harrigan JA, Tate EW. Discovery of a Potent and Selective Covalent Inhibitor and Activity-Based Probe for the Deubiquitylating Enzyme UCHL1, with Antifibrotic Activity. J Am Chem Soc. 2020 Jul 15;142(28):12020-12026. doi: 10.1021/jacs.0c04527. Epub 2020 Jul 1. Erratum in: J Am Chem Soc. 2020 Sep 2;142(35):15199. PMID: 32579346; PMCID: PMC7366380.