Photo-lenalidomide-acid
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MedKoo CAT#: 464217

CAS#: 2363154-39-4

Description: 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

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Photo-lenalidomide-acid
CAS# 2363154-39-4
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 464217
Name: Photo-lenalidomide-acid
CAS#: 2363154-39-4
Chemical Formula: C23H22N4O8
Exact Mass: 482.14
Molecular Weight: 482.449
Elemental Analysis: C, 57.26; H, 4.60; N, 11.61; O, 26.53

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
50mg USD 430 2 Weeks
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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:
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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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
To be determined 0.0 0.00

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

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