Synonym
SPDP Crosslinker, SPDP Cross linker, SPDP Cross-linker, SPDP NHS ester
IUPAC/Chemical Name
N-Succinimidyl 3-[2-pyridyldithio]-propionate
InChi Key
JWDFQMWEFLOOED-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H12N2O4S2/c15-10-4-5-11(16)14(10)18-12(17)6-8-19-20-9-3-1-2-7-13-9/h1-3,7H,4-6,8H2
SMILES Code
O=C(ON1C(CCC1=O)=O)CCSSC2=NC=CC=C2
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
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
The SPDP crosslinking reagent crosslinks protein or peptides via reactive moites consisting of an N-hydroxysuccinimide (NHS) ester that reacts with primary amines, as found in lysine side chains or the N-terminus of proteins and peptides; on the other end of the SPDP crosslinking molecule pyridinyldisulfide reacts with sulhydryls to yield a reversible disulfide bond which can be reduced with TCEP-HCl or DTT.
Biological target:
SPDP crosslinker is useful in making antibody drug conjugates (ADCs).
Preparing Stock Solutions
The following data is based on the
product
molecular weight
312.36
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: Ciano M, Fuszard M, Heide H, Botting CH, Galkin A. Conformation-specific crosslinking of mitochondrial complex I. FEBS Lett. 2013 Apr 2;587(7):867-72. doi: 10.1016/j.febslet.2013.02.039. Epub 2013 Feb 27. PubMed PMID: 23454639.
2: Weston LA, Bauer KM, Skube SB, Hummon AB. Selective, bead-based global peptide capture using a bifunctional cross-linker. Anal Chem. 2013 Nov 19;85(22):10675-9. doi: 10.1021/ac401825m. Epub 2013 Oct 28. PubMed PMID: 24117407; PubMed Central PMCID: PMC4118834.
3: Singh V, Mavila AK, Alam A. Effect of lysine residue modification of ovine luteinizing hormone by heterobifunctional crosslinking reagent SPDP on subunit-subunit association, receptor binding and biological activity. Indian J Exp Biol. 1992 Nov;30(11):1093-100. PubMed PMID: 1284055.
4: Talelli M, Rijcken CJ, Oliveira S, van der Meel R, van Bergen en Henegouwen PM, Lammers T, van Nostrum CF, Storm G, Hennink WE. Reprint of "Nanobody--shell functionalized thermosensitive core-crosslinked polymeric micelles for active drug targeting". J Control Release. 2011 Jul 15;153(1):93-102. doi: 10.1016/j.jconrel.2011.06.003. PubMed PMID: 21684029.
5: Talelli M, Rijcken CJ, Oliveira S, van der Meel R, van Bergen En Henegouwen PM, Lammers T, van Nostrum CF, Storm G, Hennink WE. Nanobody-shell functionalized thermosensitive core-crosslinked polymeric micelles for active drug targeting. J Control Release. 2011 Apr 30;151(2):183-92. doi: 10.1016/j.jconrel.2011.01.015. Epub 2011 Jan 22. PubMed PMID: 21262289.
6: Heffernan MJ, Murthy N. Disulfide-crosslinked polyion micelles for delivery of protein therapeutics. Ann Biomed Eng. 2009 Oct;37(10):1993-2002. doi: 10.1007/s10439-009-9734-x. Epub 2009 Jun 10. PubMed PMID: 19513846.
