Synonym
4-(Maleinimido)phenyl isocyanate; PMPI; 4-(Maleinimido)phenyl isocyanate; p-Maleimidophenyl isocyanate
IUPAC/Chemical Name
1-(4-isocyanatophenyl)-1H-pyrrole-2,5-dione
InChi Key
OJQSISYVGFJJBY-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H6N2O3/c14-7-12-8-1-3-9(4-2-8)13-10(15)5-6-11(13)16/h1-6H
SMILES Code
O=C(N1C2=CC=C(N=C=O)C=C2)C=CC1=O
Appearance
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
214.18
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.
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: Annunziato ME, Patel US, Ranade M, Palumbo PS. p-maleimidophenyl isocyanate: a novel heterobifunctional linker for hydroxyl to thiol coupling. Bioconjug Chem. 1993 May-Jun;4(3):212-8. doi: 10.1021/bc00021a005. PMID: 8324011.
2: Ananda K, Nacharaju P, Smith PK, Acharya SA, Manjula BN. Analysis of functionalization of methoxy-PEG as maleimide-PEG. Anal Biochem. 2008 Mar 15;374(2):231-42. doi: 10.1016/j.ab.2007.11.034. Epub 2007 Dec 4. PMID: 18158909.
3: Lévesque SG, Shoichet MS. Synthesis of enzyme-degradable, peptide-cross- linked dextran hydrogels. Bioconjug Chem. 2007 May-Jun;18(3):874-85. doi: 10.1021/bc0602127. Epub 2007 Apr 3. PMID: 17402704.
4: Takashima R , Ohira M , Yokochi H , Aoki D , Li X , Otsuka H . Characterization of N-phenylmaleimide-terminated poly(ethylene glycol)s and their application to a tetra-arm poly(ethylene glycol) gel. Soft Matter. 2020 Dec 28;16(48):10869-10875. doi: 10.1039/d0sm01658f. Epub 2020 Nov 19. PMID: 33210675.
5: Wang SH, Du XY, Huang YM, Lin DS, Hart PL, Wang ZH. Detection of deoxynivalenol based on a single-chain fragment variable of the antideoxynivalenol antibody. FEMS Microbiol Lett. 2007 Jul;272(2):214-9. doi: 10.1111/j.1574-6968.2007.00765.x. Epub 2007 May 24. PMID: 17521405.
6: Fox M, Gray G, Kavanagh K, Lewis C, Doyle S. Detection of Aspergillus fumigatus mycotoxins: immunogen synthesis and immunoassay development. J Microbiol Methods. 2004 Feb;56(2):221-30. doi: 10.1016/j.mimet.2003.10.009. PMID: 14744451.
7: Coyne CP, Jones T, Pharr T. Synthesis of a covalent gemcitabine-(carbamate)-[anti-HER2/neu] immunochemotherapeutic and its cytotoxic anti-neoplastic activity against chemotherapeutic-resistant SKBr-3 mammary carcinoma. Bioorg Med Chem. 2011 Jan 1;19(1):67-76. doi: 10.1016/j.bmc.2010.11.046. Epub 2010 Nov 25. PMID: 21169024.
8: Cha TW, Boiadjiev V, Lozano J, Yang H, Zhu XY. Immobilization of oligonucleotides on poly(ethylene glycol) brush-coated Si surfaces. Anal Biochem. 2002 Dec 1;311(1):27-32. doi: 10.1016/s0003-2697(02)00399-8. PMID: 12441149.