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MedKoo Cat#: 464217 | Name: Photo-lenalidomide-acid
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Description:

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

Photo-lenalidomide-acid is a functionalized cereblon ligand containing a dimethoxy azo-benzene photoswitch; for use as a precursor to photoswitchable Degraders (PHOTACs). Photo-lenalidomide-acid is supplied with a carboxylic acid functional handle for ready conjugation to a linker/target protein ligand. It is part of a range of functionalized tool molecules for Degrader R&D.

Chemical Structure

Photo-lenalidomide-acid
Photo-lenalidomide-acid
CAS#2363154-39-4

Theoretical Analysis

MedKoo Cat#: 464217

Name: Photo-lenalidomide-acid

CAS#: 2363154-39-4

Chemical Formula: C23H22N4O8

Exact Mass: 482.1438

Molecular Weight: 482.45

Elemental Analysis: C, 57.26; H, 4.60; N, 11.61; O, 26.53

Price and Availability

Size Price Availability Quantity
50mg USD 430.00 2 Weeks
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Related CAS #
No Data
Synonym
Photo-lenalidomide-acid; Photo lenalidomide acid;
IUPAC/Chemical Name
(E)-2-(4-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)diazenyl)-2,6-dimethoxyphenoxy)acetic acid
InChi Key
CGLOIOJVUYAUAC-OCEACIFDSA-N
InChi Code
InChI=1S/C23H22N4O8/c1-33-17-8-12(9-18(34-2)21(17)35-11-20(29)30)25-26-15-5-3-4-13-14(15)10-27(23(13)32)16-6-7-19(28)24-22(16)31/h3-5,8-9,16H,6-7,10-11H2,1-2H3,(H,29,30)(H,24,28,31)/b26-25+
SMILES Code
COC1=CC(/N=N/C2=C3CN(C4CCC(NC4=O)=O)C(C3=CC=C2)=O)=CC(OC)=C1OCC(O)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
to be determined
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:
Photo-lenalidomide-acid is a functionalized cereblon ligand containing a dimethoxy azo-benzene photoswitch; for use as a precursor to photoswitchable Degraders (PHOTACs).
In vitro activity:
Here, this study reports the development of photolenalidomide (pLen), a Len probe with a photoaffinity label and enrichment handle, designed for target identification by chemical proteomics. pLen preserves the substrate degradation profile, phenotypic antiproliferative and immunomodulatory properties of Len, and enhances interactions with the thalidomide-binding domain of CRBN, as revealed by binding site mapping and molecular modeling. Using pLen, this study captured the known targets IKZF1 and CRBN from multiple myeloma MM.1S cells and further identified a new target, eukaryotic translation initiation factor 3 subunit i (eIF3i), from HEK293T cells. eIF3i is directly labeled by pLen and forms a ternary complex with CRBN in the presence of Len across several epithelial cell lines but is itself not ubiquitylated or degraded. Reference: J Am Chem Soc. 2022 Jan 12;144(1):606-614. https://pubmed.ncbi.nlm.nih.gov/34978798/
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
To be determined 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 482.45 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:
Lin Z, Amako Y, Kabir F, Flaxman HA, Budnik B, Woo CM. Development of Photolenalidomide for Cellular Target Identification. J Am Chem Soc. 2022 Jan 12;144(1):606-614. doi: 10.1021/jacs.1c11920. Epub 2022 Jan 3. PMID: 34978798.
In vitro protocol:
Lin Z, Amako Y, Kabir F, Flaxman HA, Budnik B, Woo CM. Development of Photolenalidomide for Cellular Target Identification. J Am Chem Soc. 2022 Jan 12;144(1):606-614. doi: 10.1021/jacs.1c11920. Epub 2022 Jan 3. PMID: 34978798.
In vivo protocol:
TBD