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SPDP (SPDP Crosslinker) Sale

(Synonyms: 氮-琥珀星氩氨-3(2-吡啶二硫代)-酸酯,SPDP Crosslinker) 目录号 : GC30018

SPDP is a short-chain crosslinker for amine-to-sulfhydryl conjugation via NHS-ester and pyridyldithiol reactive groups that form cleavable disulfide bonds with cysteine sulfhydryls. SPDP is a glutathione cleavable ADC linker used for the antibody-drug conjugates (ADCs).

SPDP (SPDP Crosslinker) Chemical Structure

Cas No.:68181-17-9

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10mg
¥385.00
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产品描述

SPDP is a short-chain crosslinker for amine-to-sulfhydryl conjugation via NHS-ester and pyridyldithiol reactive groups that form cleavable disulfide bonds with cysteine sulfhydryls. SPDP is a glutathione cleavable ADC linker used for the antibody-drug conjugates (ADCs).

Chemical Properties

Cas No. 68181-17-9 SDF
别名 氮-琥珀星氩氨-3(2-吡啶二硫代)-酸酯,SPDP Crosslinker
Canonical SMILES O=C(ON1C(CCC1=O)=O)CCSSC2=NC=CC=C2
分子式 C12H12N2O4S2 分子量 312.36
溶解度 DMSO : 155 mg/mL (496.22 mM) 储存条件 -20°C, protect from light, stored under nitrogen,unstable in solution, ready to use.
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1 mM 3.2014 mL 16.0072 mL 32.0143 mL
5 mM 0.6403 mL 3.2014 mL 6.4029 mL
10 mM 0.3201 mL 1.6007 mL 3.2014 mL
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Research Update

Neurotensin-SPDP-poly-L-lysine conjugate: a nonviral vector for targeted gene delivery to neural cells

Brain Res Mol Brain Res 1999 Jun 8;69(2):249-62.10366746 10.1016/s0169-328x(99)00114-x

We report herein the synthesis of a novel DNA delivery system and in vitro evidence of its ability to transfect cell lines by binding to the high-affinity neurotensin receptor and subsequent internalization of ligand-receptor complexes. The targeting vehicle consisted of neurotensin crosslinked with poly-L-lysine via N-succinimidyl-3-(2-pyridyldithio) propionate (SPDP). The SPDP-derivatives with either neurotensin or poly-L-lysine were purified by gel filtration. The conjugate resulting of the reaction of neurotensin-SPDP with HS-SPDP-poly-L-lysine was purified through Biogel A 1.5. The neurotensin-SPDP-poly-L-lysine conjugate was able to bind plasmidic DNAs (pSV2cat and pGreen Lantern-1) at optimal molar ratios of 1:5 and 1:6 (DNA: conjugate), respectively. The conjugate internalized those plasmids in the cell lines (N1E-115 and HT-29) bearing the high-affinity neurotensin receptor. Expression of the plasmid products, chloramphenicol acetyltransferase and green fluorescent protein, was observed in such cell lines. Both internalization and expression of the plasmids transferred by the neurotensin-SPDP-poly-L-lysine conjugate were prevented by neurotensin (1 microM) and SR-48692 (100 nM), a specific antagonist of the high-affinity neurotensin receptor. The neurotensin-SPDP-poly-L-lysine conjugate was unable to transfect cell lines lacking the neurotensin receptor (COS-7 and L-929). In rat brain, the high-affinity neurotensin receptor is expressed by specific neurons such as those of the nigrostriatal and mesolimbic dopaminergic systems. Therefore, the neurotensin-SPDP-poly-L-lysine conjugate could be a useful tool for gene delivery to those neuronal systems.

[Spectral changes of C-phycocyanin with different molar ratios of SPDP]

Guang Pu Xue Yu Guang Pu Fen Xi 2008 May;28(5):1115-7.18720813

Pure C-phycocyanin was prepared from Spirulina platensis using one-step anion-exchange chromatography. The C-PC obtained was with an absorption maximum at 620 nm and a fluorescence emission maximum at 640 nm when excited by 580 nm. SPDP is an excellent heterobifunctional crosslinker for thiolating amines. Different molar ratios of SPDP have remarkable influence on the absorption and fluorescence spectra of C-phycocyanin. The absorption maximum and fluorescence emission maximum both decreased and blue-shifted from 640 nm to 630 nm as the molar ratios of SPDP increased. It was found that the molar ratios of SPDP to C-phycocyanin was not more than 100 was appropriate to being conjugated with other biomolecules from the absorption and fluorescence spectra of C-phycocyanin.

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):1093-100.1284055

The increasing use of heterobifunctional crosslinking agent in the design of hormone-carrier conjugates for selective targeting or inducing immune response against the hormone has prompted us to study the effect of epsilon-NH2 group modification of oLH-subunit, their recombination, immunoreactivity, receptor binding and biological activity. The epsilon-NH2 groups of oLH alpha and oLH beta subunits were modified by using SPDP. The SPDP modified oLH alpha derivatives hybridize to native OLH beta as judged by RP-HPLC analysis. The sequential modification of alpha and beta subunits led to progressive reduction in immunoreactivity and receptor binding activities. The steroidogenic potential of oLH beta.SPDP.alpha oLH recombinant was relatively comparable. The modification of six or more epsilon-NH2 groups in oLH alpha although recombine fully with native oLH beta but failed to react to anti-oLH antibody. Moreover, steroidogenic activity was also abolished. Introduction up to four SPDP groups in oLH alpha compromised immunological and biological activities but further addition of two more SPDP groups completely abolished antibody reactivity, receptor binding and steroidogenic activity indicating the importance of later two -NH2 groups in the receptor recognition and steroidogenic potential.

Ricin A immunotoxins of IgG and Fab of anti-CALLA monoclonal antibody: effect of water soluble long-chain SPDP on conjugate yield, immunoselectivity and cytotoxicity

Arch Pharm Res 1994 Dec;17(6):452-7.10319157 10.1007/BF02979124

The water soluble long-chain crosslinker, sulfo-succinimidyl-6-[3'-(2-pyridyldithio)-propionamido]hexanoate (S-LC-SPDP) was used to prepare ricin A chain (RTA) immunotoxins constructed with whole IgG and Fab fragments of the anti-common acute lymphoblastic leukemia antigen (CALLA) monoclonal antibody. In this study, a) S-LC-SPDP modification efficiencies of whole IgG and Fab, b) conjugation yields of the immunotoxins prepared and c) in vitro immunoreactivity and cytotoxicity of immunotoxins constructed were examined. IgG-RTA and Fab-RTA immunotoxins were prepared with 67.3% and 57.0% conjugation yields, respectively. These long spacer intermolecular linked immunotoxins were selectively immunoreactive and cytotoxic against to immunogenic Daudi cells but little or no-binding and cytotoxic against to antigen K562 cells. Both IgG-RTA and Fab-RTA immunotoxins were 210- and 45-fold more active than intact RTA in vitro, respectively.

Conformation-specific crosslinking of mitochondrial complex I

FEBS Lett 2013 Apr 2;587(7):867-72.23454639 10.1016/j.febslet.2013.02.039

Complex I is the only component of the eukaryotic respiratory chain of which no high-resolution structure is yet available. A notable feature of mitochondrial complex I is the so-called active/de-active conformational transition of the idle enzyme from the active (A) to the de-active, (D) form. Using an amine- and sulfhydryl-reactive crosslinker of 6.8Å length (SPDP) we found that in the D-form of complex I the ND3 subunit crosslinked to the 39 kDa (NDUFA9) subunit. These proteins could not be crosslinked in the A-form. Most likely, both subunits are closely located in the critical junction region connecting the peripheral hydrophilic domain to the membrane arm of the enzyme where the entrance path for substrate ubiquinone is and where energy transduction takes place.