Basic information
- CAS
367927-39-7- Standard SMILES
O=C(CCN1C(=O)C=CC1=O)NCCCCCC(=O)ON1C(=O)CCC1=O- InChIKey
WCMOHMXWOOBVMZ-UHFFFAOYSA-N- Molecular formula
- C17H21N3O7
- Average molar mass
- 379.4 g/mol
- Monoisotopic mass
- 379.13795002
Names & identifiers
- Preferred name
- N-Succinimidyl 6-(3-Maleimidopropionamido) Hexanoate
- IUPAC
- (2,5-dioxopyrrolidin-1-yl) 6-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]hexanoate
- English name
- N-Succinimidyl 6-(3-maleimidopropionamido) hexanoate
- Molecular formula
- C17H21N3O7
- Molecular weight
- 379.36
Names & synonyms
367927-39-7SMPH CrosslinkerN-Succinimidyl 6-(3-Maleimidopropionamido) HexanoateSMPHMFCD018634602,5-Dioxopyrrolidin-1-yl 6-(3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido)hexanoate(2,5-dioxopyrrolidin-1-yl) 6-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]hexanoate2,5-dioxopyrrolidin-1-yl 6-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]hexanoateWCMOHMXWOOBVMZ-UHFFFAOYSA-NC17H21N3O7SCHEMBL109173orb1988924
Show more names
Succinimidyl-6-[(β-maleimidopropionamido)hexanoate6-(N-[3-MALEIMIDOPROPIONAMIDO])HEXANOATE-SUCCINIMIDE6-(3-Maleimidopropionylamino)-hexanoic acid-NHS esterSMPH (Succinimidyl 6-((beta-maleimidopropionamido)hexanoate))N-Succinimidyl 6-(3-Maleimidopropionamido) Hexanoate(SMPH Crosslinker)N-[6-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-6-oxohexyl]-2,5-dihydro-2,5-dioxo-1H-pyrrole-1-propanamideHexanoic acid, 6-[[3-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]amino]-, 2,5-dioxo-1-pyrrolidinyl ester
DTXSID80400226SMPH (succinimidyl-6-((b-maleimidopropionamido)hexanoate)AKOS027384368FS278986-[[3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]amino]hexanoic Acid 2,5-Dioxo-1-pyrrolidinyl EsterAS-69227BP-22646DA-67647
Database identifiers
- CAS
367927-39-7- PubChem CID
- 4170355
- DTXSID
DTXSID80400226- Nikkaji
- J1.988.601H
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 130 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 11
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 652
Physicochemical properties
- storage temp.
- 2 · 2-8°C
- solubility
- DMSO or DMF: soluble
- form
- powder
- InChI
- 1S/C17H21N3O7/c21-12(9-11-19-13(22)5-6-14(19)23)18-10-3-1-2-4-17(26)27-20-15(24)7-8-16(20)25/h5-6H,1-4,7-11H2,(H,18,21)
- InChIKey
- WCMOHMXWOOBVMZ-UHFFFAOYSA-N
- SMILES
- O=C(CCCCCNC(CCN1C(C=CC1=O)=O)=O)ON2C(CCC2=O)=O
- UNSPSC Code
- 12352106 · 12352106
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- target organs
- Respiratory system
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
DescriptionSMPH Crosslinker is a non-cleavable, water soluble crosslinker containing a maleimide and NHS ester group. The maleimide is able to react with thiol groups between pH 6.5 to 7.5 to form thiolester bonds. NHS ester groups are reactive toward primary amines.
UsesA sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Spacer Arm: 14.3 Angstroms
Usescarbonyl and sulfhydryl reactive heterobifunctional cross-linking reagent
UsesA sulfhydryl and amino reactive heterobifunctional crosslinking reagent.Spacer Arm: 14.3 Angstroms
Suppliers32 total
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Related reactions
1 records
Compound notes
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