ChemicalBook > CAS DataBase List > GMBS

GMBS

Product Name: GMBS
CAS No.: 80307-12-6
Chemical Name: GMBS
Synonyms: 4-Maleimidobutyric acid N-hydroxysuccinimide ester;2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate;GMBS;GMBS Crosslinker;CIVENTICHEM CV-2656;4-Maleimidobutyric acid NHS;4-Maleimidobutyric acid-NHS ester;(GMBS):4-Maleimidobutyric acid NHS;N-(4-Maleimibutyryloxy)succinimide;N-SUCCINIMIDYL 4-MALEIMIDOBUTYRATE
CBNumber: CB5267080
Molecular Formula: C12H12N2O6
Formula Weight: 280.23
MOL File: 80307-12-6.mol

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GMBS Property

Melting point:: 123-129 °C
Boiling point:: 461.3±47.0 °C(Predicted)
Density: 1.49±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: chloroform: 100 mg/mL
form: powder
pka: -2.27±0.20(Predicted)
color: White to Pale Yellow
BRN: 6427689
Stability:: Hygroscopic, Moisture Sensitive
InChI: InChI=1S/C12H12N2O6/c15-8-3-4-9(16)13(8)7-1-2-12(19)20-14-10(17)5-6-11(14)18/h3-4H,1-2,5-7H2
InChIKey: PVGATNRYUYNBHO-UHFFFAOYSA-N
SMILES: N1(CCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-21
HS Code: 29280000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 63175
Product name: 4-Maleimidobutyric acid N-hydroxysuccinimide ester
Purity: ≥98.0% (HPLC)
Packaging: 25mg
Price: $102
Updated: 2025/07/31

Sigma-Aldrich

Product number: 63175
Product name: 4-Maleimidobutyric acid N-hydroxysuccinimide ester
Purity: ≥98.0% (HPLC)
Packaging: 100mg
Price: $370
Updated: 2025/07/31

Sigma-Aldrich

Product number: 442630-M
Product name: 4-Maleimidobutyric acid N-hydroxysuccinimide ester
Packaging: 100mg
Price: $316
Updated: 2025/07/31

TCI Chemical

Product number: S0399
Product name: N-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]
Purity: >98.0%(HPLC)(N)
Packaging: 100mg
Price: $36
Updated: 2025/07/31

TCI Chemical

Product number: S0399
Product name: N-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $196
Updated: 2025/07/31

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GMBS Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Introduces maleimide groups into IgM

Uses

A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Useful in enzyme immunoassays

reaction suitability

reagent type: linker

Synthesis

6066-82-6

116965-29-8

80307-12-6

General procedure for the synthesis of 4-maleimidobutanoic acid-N-hydroxysuccinimide ester from N-hydroxysuccinimide and 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyryl chloride: N-maleimidobutanoic acid (99 g, 0.54 mol) and acetonitrile (300 ml) were placed in a 500 ml three-necked flask and thionyl chloride was slowly added ( 93.6 g, 0.82 mol). The reaction mixture was heated to reflux during which a large amount of gas release was observed. After the reaction was refluxed for 4 h, the mixture became clarified and acetonitrile and excess thionyl chloride were subsequently removed by concentration. 200 ml of acetonitrile was added to remove the residual acid to give the crude product N-maleimidobutyryl chloride. The crude product was dissolved in 200 ml of acetonitrile and added dropwise to 300 ml of acetonitrile solution containing N-hydroxysuccinimide (69 g, 0.6 mol) and tri-n-butylamine (148 g, 0.8 mol), during which the temperature was controlled to be no more than 20 °C using an ice water bath. The titration process lasted for 2 hours and after completion the reaction was continued at room temperature. Upon completion of the reaction, the acetonitrile was removed by concentration and the residue was dissolved in 400 ml of dichloromethane and washed sequentially with 200 ml of dichloromethane, 100 ml of 1N hydrochloric acid and 200 ml of saturated brine solution to remove the tri-n-butylamine hydrochloride and an excess of tri-n-butylamine. After drying, 139 g of white solid was obtained, which was recrystallized by mixed solvent of ethyl acetate and petroleum ether to give a final white solid of 104.2 g. The HPLC purity was 98.9% and the yield was 69.1%.

References

[1] Patent: CN105037237, 2017, B. Location in patent: Paragraph 0075-0078

GMBS Preparation Products And Raw materials

Raw materials

Preparation Products

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GMBS Suppliers

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View Lastest Price from GMBS manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: GMBS 80307-12-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-26

Zhuozhou Wenxi import and Export Co., Ltd

Product: GMBS 80307-12-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: GMBS 80307-12-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-08

80307-12-6, GMBSRelated Search:

N-Hydroxysuccinimide N-PROPYLMALEIMIDE N-Methoxy-N-methylacetamide 2,5-dioxopyrrolidin-1-yl propanoate 4-MALEIMIDOBUTYRIC ACID N-Butylmaleimide GMBS 4-ACETAMIDOBUTYRIC ACID N-Ethylmaleimide N-Acetoxysuccinimide N-METHOXYDIACETAMIDE N,N,O-TRIACETYLHYDROXYLAMINE N-METHOXY-N-METHYL-PROPIONAMIDE 4-FORMAMIDOBUTYRIC ACID SULFO-GMBS,SULPHO GMBS 5-(DIMETHYLAMINO)AMYLAMINE N-N-BUTYLACRYLAMIDE 4-Maleimidobutyric Acid-NHS(GMBS)

1H-Pyrrole-2,5-dione, 1-[4-[(2,5-dioxo-1-pyrrolidinyl)oxy]-4-oxobutyl]-

4-MaleiMidobutyric acid N-hydroxysucciniMide ester(GMBS)

3-MaleiMidobutyric acid N-hydroxysucciniMide ester

CIVENTICHEM CV-2656

GAMMA-MALEIMIDOBUTYRIC ACID N-HYDROXYSUCCINIMIDE ESTER

GMBS

GMBS Crosslinker

2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate

N-Succinimidyl 4-Maleimidobutyrate&nbsp

<i>N</i>-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]

4-MALEIMIDOBUTYRIC ACID N-HYDROXYSUC

2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)

(2,5-dioxopyrrolidin-1-yl) 4-(2,5-dioxopyrrol-1-yl)butanoate

(GMBS):4-Maleimidobutyric acid NHS

4-Maleimidobutyric acid n-succinimidyl ester(GMBS)

N-(4-Maleimibutyryloxy)succinimide

4-Maleimidobutyric acid N-hydroxysuccinimide ester

GAMMA-MALEIMIDOBUTYRIC ACID N-HYDROXY-*S UCCINIMIDE

4-MaleinimidobutyricacidN-succinimidylester

N-(4-Maleimidobutyryloxy)succinimideN-Succinimidyl-4-maleimidobutyrate

4-Maleimidobutyric acid NHS

4-MALEIMIDOBUTYRIC ACID N-SUCCINIMIDYL ESTER

N-(4-MALEIMIDOBUTYRYLOXY)SUCCINIMIDE

N-Y-MALEIMIDOBUTYRYLOXYSUCCINIMIDE ESTER

N-SUCCINIMIDYL 4-MALEIMIDOBUTYRATE

N-MALEIMIDOBUTYRYLOXYSUCCINIMIDE ESTER

N-GAMMA-MALEIMIDOBUTYRYLOXYSUCCINIMIDE

N-(GAMMA-MALEIMIDOBUTYRYLOXY)SUCCINIMIDE ESTER

N-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]

4-Maleimidobutyric acid N-succinimidyl ester, GMBS, N-(γ-Maleimidobutyryloxy)succinimide, N-Succinimidyl 4-maleimidobutyrate

4-Maleimidobutyric acid N-hydroxysuccinimideester,97%

4-Maleimidobutyric acid-NHS ester

1-[4-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-4-oxobutyl]-1H-pyrrole-2,5-dione

4-MaleiMidobutyric Acid N-HydroxysucciMide Ester

N-(4-MaleiMidebutyryloxy)succiniMide

4-Maleimidobutyric Acid N-Succinimidyl Ester N-(4-Maleimidobutyryloxy)succinimide

N-(4-Maleimidobutyryloxy)succinimide (GMBS)

N-Succinimidyl4-Maleimidobutyrate[Cross-linkingReagent]&gt

4-Maleimidobutyric acid n-succinimidyl ester,98%

1H-Pyrrole-1-butanoic acid, 2,5-dihydro-2,5-dioxo-, 2,5-dioxo-1-pyrrolidinyl ester

4-Maleimidobutyric Acid N-hydroxysuccinimide Ester extrapure (GMBS), 99%

[MAL-SBA] 2,5-dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate

4-maleimide butyrate-N-hydroxysuccinimide ester

4-Maleimidobutyric acid <i>N</i>-hydroxysuccinimide ester

63175-100MG-F 4-Maleimidobutyric acid N-hydroxysuccinimide ester【63175】

80307-12-6

Heterobifunctional Cross-Linking Reagents

Crosslinking

Proteomics

Proteomics and Protein Expression

Protein Modification

BioChemical

N-Substituted Maleimides, Succinimides & Phthalimides

N-Substituted Maleimides

N-Substituted Succinimides

heteroXlink

Heterobifunctional Crosslinker

Maleimide Derivatives