SMPT
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MedKoo CAT#: 130375

CAS#: 112241-19-7

Description: SMPT, a heterobifunctional crosslinker that reacts with sulfhydryl and amine, is used in the formation of immunotoxin conjugates for in vivo applications. SMPT contains an NHS ester and pyridyldisulfide similar to SPDP, but the hindered disulfide of SMPT allows for the development of more stable conjugates.

Chemical Structure

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SMPT
CAS# 112241-19-7
Instruction

Theoretical Analysis

MedKoo Cat#: 130375
Name: SMPT
CAS#: 112241-19-7
Chemical Formula: C18H16N2O4S2
Exact Mass: 388.06
Molecular Weight: 388.460
Elemental Analysis: C, 55.66; H, 4.15; N, 7.21; O, 16.47; S, 16.51

Price and Availability

Size Price Availability Quantity
50mg USD 740 2 Weeks
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Synonym: SMPT; 4-succinimidyloxycarbonyl-alpha-methyl-alpha(2-pyridyldithio)toluene

IUPAC/Chemical Name: 2,5-dioxopyrrolidin-1-yl 4-(1-(pyridin-2-yldisulfanyl)ethyl)benzoate

InChi Key: GKSPIZSKQWTXQG-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H16N2O4S2/c1-12(25-26-15-4-2-3-11-19-15)13-5-7-14(8-6-13)18(23)24-20-16(21)9-10-17(20)22/h2-8,11-12H,9-10H2,1H3

SMILES Code: O=C(ON1C(CCC1=O)=O)C2=CC=C(C(SSC3=NC=CC=C3)C)C=C2

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 388.46 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:
In vitro protocol:
In vivo protocol:

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1. https://www.sciencedirect.com/book/9780123822390/bioconjugate-techniques

2. Austin CD, Wen X, Gazzard L, Nelson C, Scheller RH, Scales SJ. Oxidizing potential of endosomes and lysosomes limits intracellular cleavage of disulfide-based antibody-drug conjugates. Proc Natl Acad Sci U S A. 2005 Dec 13;102(50):17987-92. doi: 10.1073/pnas.0509035102. Epub 2005 Dec 1. PMID: 16322102; PMCID: PMC1298180.

3. Solomon SR, Mielke S, Savani BN, Montero A, Wisch L, Childs R, Hensel N, Schindler J, Ghetie V, Leitman SF, Mai T, Carter CS, Kurlander R, Read EJ, Vitetta ES, Barrett AJ. Selective depletion of alloreactive donor lymphocytes: a novel method to reduce the severity of graft-versus-host disease in older patients undergoing matched sibling donor stem cell transplantation. Blood. 2005 Aug 1;106(3):1123-9. doi: 10.1182/blood-2005-01-0393. Epub 2005 Apr 7. PMID: 15817673; PMCID: PMC1895160.

4. Ding BS, Zhou YJ, Chen XY, Zhang J, Zhang PX, Sun ZY, Tan XY, Liu JN. Lung endothelium targeting for pulmonary embolism thrombolysis. Circulation. 2003 Dec 9;108(23):2892-8. doi: 10.1161/01.CIR.0000103685.61137.3D. Epub 2003 Nov 10. PMID: 14610017.

5. Windt WA, Prakash J, Kok RJ, Moolenaar F, Kluppel CA, de Zeeuw D, van Dokkum RP, Henning RH. Renal targeting of captopril using captopril-lysozyme conjugate enhances its antiproteinuric effect in adriamycin-induced nephrosis. J Renin Angiotensin Aldosterone Syst. 2004 Dec;5(4):197-202. doi: 10.3317/jraas.2004.040. PMID: 15803438.