4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐

4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐 - Names and Identifiers

Name	Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt
Synonyms	SULFO-SMCC SMCC, Water-Soluble SMCC, WATER-SOLUBLE 4-(N-maleimidomethyl)cyclohexane-1-*carboxylic ac Sulfosuccinimidyl-4-(N-maleimidomethyl)cyclohexane-1-carboxylate SULFO SUCCINIMIDYL-4-(N-MALEIMIDO METHYL) CYCLOHEXANE-1-CARBOXYLATE SULFOSUCCINIMIDYL-TRANS-4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE SULFO-N-SUCCINIMIDYL 4-(MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLATE, SODIUM SALT Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt 4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLIC ACID 3-SULFO-N-HYDROXYSUCCINIMIDE ESTER SODIUM SALT [1-[4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarbonyl]oxy-2,5-dioxo-pyrrolidin-3-yl]sulfonyloxysodium
CAS	92921-24-9
EINECS	618-887-3
InChI	InChI=1/C16H18N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h5-6,9-11H,1-4,7-8H2,(H,24,25,26);/q;+1/p-1/rC16H17N2NaO9S/c19-28-29(25,26)11-7-14(22)18(15(11)23)27-16(24)10-3-1-9(2-4-10)8-17-12(20)5-6-13(17)21/h5-6,9-11H,1-4,7-8H2
InChIKey	VUFNRPJNRFOTGK-UHFFFAOYSA-M

4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐 - Physico-chemical Properties

Molecular Formula	C16H19N2NaO9S
Molar Mass	438.38
Melting Point	>270°C (dec.)
Water Solubility	Soluble in water (2.5 mg/ml) and dimethyl formamide.
Solubility	soluble in water (2.5 mg/ml) and DMF
Appearance	powder
Color	white to light brown
Storage Condition	Inert atmosphere,Store in freezer, under -20°C
Stability	Moisture Sensitive
MDL	MFCD00054978
Use	A sulfhydryl- and amine-reactive crosslinker.
In vitro study	The crosslinker Sulfo-SMCC consists of a maleimide and an N-hydroxysuccinimide ester group to bind to sulfhydryl groups and primary amines, respectively. Sulfo-SMCC inhibits the end-to-end annealing of stabilized Microtubules (MTs). MTs are treated with 250 μM Sulfo-SMCC, and imaged after incubation for 0 h, 6 h, and 24 h. MTs treated with Sulfo-SMCC shows a constant mean length, independent of the incubation time.

4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐 - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21 - Harmful by inhalation and in contact with skin. R61 - May cause harm to the unborn child
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S53 - Avoid exposure - obtain special instructions before use.
WGK Germany	3
HS Code	29251900

4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐 - Reference

Reference

1. [IF=15.84] Han Yang et al."A Novel Targeted and High‐Efficiency Nanosystem for Combinational Therapy for Alzheimer's Disease."Adv Sci. 2020 Oct;7(19):1902906

4-(N-马来酰亚胺甲基)环己烷-1-羧酸磺酸基琥珀酰亚胺酯钠盐 - Reference Information

biological activity

Sulfo-SMCC sodium is a commonly used heterobifunctional crosslinking agent, which is a non-degradable ADC linker, it carries N-hydroxysuccinimide (NHS) Ester and maleimide groups that react with primary amines and sulfhydryl groups, respectively.

Use

a water-soluble, difunctional crosslinking reagent that combines amine and thiol reactivity into an expanded spacer, typically, coupling to molecules containing primary amines via amide bonds in pH 6.5 buffer (8.5-6.5) and via thioether linkages in pH 7.0 buffer (-), secondary coupling to a particular molecule containing a free thiol group; An Immunoconjugate for the preparation of an enzyme and a hapten carrier molecule conjugate comprising a 9-atom linkage; an expanded fatty spacer that provides stable preferential coupling

of maleimide as compared to an aromatic spacer.

Last Update：2024-04-09 20:49:11

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