SPDP (Succinimidyl 3-[2-pyridyldithio] propionate) - ≥95% , CAS No.68181-17-9

CAS: 68181-17-9 Cat. No.: S164298 Molecular Weight: 312.36 EC Number: 269-034-3 PubChem CID: 100682
AVAILABLE TO ORDER
GRADE & PURITY ≥95%
Synonyms
(SPDP);N-Succinimidyl 3-[2-pyridyldithio]propionate | 1-(1-Oxo-3-(2-pyridyldithio)propoxy)pyrrolidine-2,5-dione | 2,5-Pyrrolidinedione, 1-(1-oxo-3-(2-pyridinyldithio)propoxy)- | SPDP (2mg*5) | 3-(2-Pyridyldithio)propionic Acid N-Succinimidyl Ester | 3-(Py
Storage
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
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Size
Status
Price
Qty
25mg
S164298-25mg
5
$9.90
100mg
S164298-100mg
3
$10.90
500mg
S164298-500mg
5

$23.90

$35.90
Save $12.00 (33.43%)
1g
S164298-1g
1

$37.90

$56.90
Save $19.00 (33.39%)
5g
S164298-5g
1

$103.90

$155.90
Save $52.00 (33.35%)
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Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -20°C,Argon charged Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

SPDP crosslinker, N-Succinimidyl 3-(2-pyridyldithio) propionic acid, also called N-succinimidyl 3-(2-pyridyldithio)-propionate, or OPSS-NHS, is a short-length crosslinker for amine to sulfhydryl (thiol) conjugation via its NHS-ester and pyridyldithiol reactive groups that form cleavable disulfide bonds with free thiol groups. Nanocs LC-SPDP is a long-length crossliker for amine to sulfhydryl conjugation via its NHS-ester and pyridyldithiol reactive groups that form cleavable disulfide bonds with free thiol groups.
3-(2-Pyridyldithio)propionic acid N-hydroxysuccinimide ester (SPDP) is useful for the preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. It has been used for antibody conjugation and as a protein cross-linker.

Specifications

Synonyms
(SPDP);N-Succinimidyl 3-[2-pyridyldithio]propionate | 1-(1-Oxo-3-(2-pyridyldithio)propoxy)pyrrolidine-2, 5-dione | 2, 5-Pyrrolidinedione, 1-(1-oxo-3-(2-pyridinyldithio)propoxy)- | SPDP (2mg*5) | 3-(2-Pyridyldithio)propionic Acid N-Succinimidyl Ester | 3-(Py
Specifications & Purity
≥95%
Storage
Store at -20°C, Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥95%
Names and Identifiers
Canonical SmilesC1CC(=O)N(C1=O)OC(=O)CCSSC2=CC=CC=N2
IUPAC Name(2,5-dioxopyrrolidin-1-yl) 3-(pyridin-2-yldisulfanyl)propanoate
InChIKeyJWDFQMWEFLOOED-UHFFFAOYSA-N
INCHI1S/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
Isomeric SMILES C1CC(=O)N(C1=O)OC(=O)CCSSC2=CC=CC=N2
PubChem CID 100682
Molecular Weight 312.36

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPyridines and derivatives
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentPyridines and derivatives
Alternative Parents Pyrrolidine-2-ones  Heteroaromatic compounds  Dicarboximides  Organic disulfides  Lactams  Carboxylic acid salts  Sulfenyl compounds  Monocarboxylic acids and derivatives  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Organic salts  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Pyridine - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Heteroaromatic compound - Carboxylic acid salt - Lactam - Organic disulfide - Azacycle - Carboxylic acid derivative - Sulfenyl compound - Monocarboxylic acid or derivatives - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Carbonyl group - Organic oxygen compound - Organopnictogen compound - Organic salt - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyridines and derivatives. These are compounds containing a pyridine ring, which is a six-member aromatic heterocycle which consists of one nitrogen atom and five carbon atoms.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

14 results found

Lot NumberCertificate TypeDateItem
K2222680Certificate of AnalysisJun 09, 2026 S164298
K2222770Certificate of AnalysisJun 09, 2026 S164298
K2222846Certificate of AnalysisJun 09, 2026 S164298
E2626071Certificate of AnalysisMay 29, 2026 S164298
K2006064Certificate of AnalysisMar 20, 2026 S164298
K2519083Certificate of AnalysisNov 26, 2025 S164298
J2514060Certificate of AnalysisOct 24, 2025 S164298
A2205491Certificate of AnalysisJul 15, 2025 S164298
L2425296Certificate of AnalysisDec 31, 2024 S164298
K2428100Certificate of AnalysisDec 03, 2024 S164298
K2222778Certificate of AnalysisSep 02, 2024 S164298
A2205493Certificate of AnalysisOct 08, 2023 S164298
K2006065Certificate of AnalysisSep 13, 2022 S164298
F2220029Certificate of AnalysisDec 02, 2021 S164298

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Chemical and Physical Properties
Solubilityacetone: 50 mg/mL;DMF: soluble
Sensitivityheat sensitive ; light sensitive; Moisture sensitive
Melt Point(°C)84-86°C
Molecular Weight312.400 g/mol
XLogP30.700
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass312.024 Da
Monoisotopic Mass312.024 Da
Topological Polar Surface Area127.000 Ų
Heavy Atom Count20
Formal Charge0
Complexity376.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Lingli Jin, Fengjiao Chen, Xianwu Chen, Shun Zhang, Zhenjiang Liang, Lingling Zhao, Hui Tan.  (2023)  pH/Temperature Dual-Responsive Protein–Polymer Conjugates for Potential Therapeutic Hypothermia in Ischemic Stroke.  ACS Applied Bio Materials,      [PMID:37903779] [10.1021/acsabm.3c00836]
2. Qianhong Su, Zuwei Liu, Ruolin Du, Xiaolu Chen, Longlong Chen, Zhaoming Fu, Xingyu Luo, Yong Yang, Xuequn Shi.  (2023)  Facile preparation of a metal-phenolic network-based lymph node targeting nanovaccine for antitumor immunotherapy.  Acta Biomaterialia,      [PMID:36603733] [10.1016/j.actbio.2022.12.066]
3. Yonghong Fan, Juan Pei, Xinxin Li, Yinhua Qin, Youqian Xu, Ming Ke, Jie Zhang, Yong Liu, Ju Tan, Mingcan Yang, Gang Li, Tianqing Li, Chuhong Zhu.  (2022)  Construction of tissue-engineered vascular grafts with high patency by mimicking immune stealth and blocking TGF-β mediated endothelial-to-mesenchymal transition.  COMPOSITES PART B-ENGINEERING,      [PMID:] [10.1016/j.compositesb.2022.110487]
4. Chunhong Mo, Zhao Wang, Jianying Yang, Yiqiang Ouyang, Qian Mo, Shuting Li, Ping He, Limin Chen, Xinchun Li.  (2022)  Rational assembly of RGD/MoS2/Doxorubicin nanodrug for targeted drug delivery, GSH-stimulus release and chemo-photothermal synergistic antitumor activity.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY,      [PMID:35679748] [10.1016/j.jphotobiol.2022.112487]
5. Cailing Jiang, Feixiang Huang, Yi Chen, Li Jiang.  (2021)  Highly uniform self-assembled monolayers of silver nanospheres for the sensitive and quantitative detection of glutathione by SERS.  DALTON TRANSACTIONS,  50  (30): (10436-10445).  [PMID:34251012] [10.1039/D1DT01474A]
6. Yi-Ping Cao, Gao-Ying Zhi, Li Han, Queting Chen, Dong-Hao Zhang.  (2021)  Biosynthesis of benzyl cinnamate using an efficient immobilized lipase entrapped in nano-molecular cages.  FOOD CHEMISTRY,      [PMID:34182366] [10.1016/j.foodchem.2021.130428]
7. Huiying Chen, Xuefeng Fan, Yinan Zhao, Defu Zhi, Shaohui Cui, Enxia Zhang, Haoming Lan, Jianjun Du, Zhen Zhang, Shubiao Zhang, Yuhong Zhen.  (2020)  Stimuli-Responsive Polysaccharide Enveloped Liposome for Targeting and Penetrating Delivery of survivin-shRNA into Breast Tumor.  ACS Applied Materials & Interfaces,      [PMID:32083833] [10.1021/acsami.9b22440]
8. Jie Li, Yufeng Gu, Wenwen Sun, Baoyu Wen, Bin Li, Jie Liu, Zhihong Sun, Qi Zhao, Chengming Sun.  (2024)  Dual-Blocked Immune Checkpoint-Engineered Nanocarriers Combined with Photodynamic Therapy To Enhance Immunotherapy of Breast Cancer.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.4c05465]
9. Yuanzi Wu, Kaiqiang Zhou, Wenhui Li, Min Huan, Zhichao Yu, Fen Yan, Huixiao Hong, Dianping Tang, Yansong Guo, Zuquan Weng.  (2025)  Microbe-imprinted polymers for rapid drug-resistant bacteria recognition.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.162543]
10. Pengcheng Zhang, Yaxin Wang, Yigang Xu, Xueping Li, Xuya Yu, Yi Li, Dunwan Zhu, Fang Luo, Wen Li, Xu Jin.  (2025)  Nasal-to-brain delivery of CCR5 antagonist for reshaping the dysregulated microglia-neuron axis and enhancing post-traumatic cognitive function.  BIOMATERIALS,      [PMID:40499228] [10.1016/j.biomaterials.2025.123479]
11. Jiajia Liu, Renfei Wang, Yidi Yin, Yue Chen, Zhulin Deng, Yiwen Zhang, Huarong Xu, Qing Li, Qian Zhang.  (2025)  Multilocus-dendritic folic acid functionalized magnetic nanoparticles enable efficient capture and gentle release of cancer cells for viable downstream analysis.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:40516234] [10.1016/j.jpba.2025.117024]
12. Ting Fang, Chang Peng, Rui Ding, Yinzhen Fan, Jiajia Jia, Jiajie Chen, XinHang Zhang, Dongkai Wang, Ji Li.  (2025)  Biomimetic Nanoplatform-Mediated CRISPR/Cas9 Delivery for Dual-Pathway Metabolic Blockade in Head and Neck Squamous Cell Carcinoma.  BIOMATERIALS,      [PMID:41218271] [10.1016/j.biomaterials.2025.123837]
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