Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid

Product Name: Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid
CAS No.: 69907-67-1
Chemical Name: Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid
Synonyms: Mal-AMCHC;5-Dioxo-2;trans-4-((2;4-Maleimidomethylcyclohexanecaroboxylic acid;trans-4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl);Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid;trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid;trans-4-(N-maleimidemethyl)cyclohexane-1-carboxylic acid;5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylic acid;trans-4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarboxylic acid
CBNumber: CB11562195
Molecular Formula: C12H15NO4
Formula Weight: 237.25
MOL File: 69907-67-1.mol

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Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Property

Melting point:: 144 °C(Solv: benzene (71-43-2))
Boiling point:: 433.6±18.0 °C(Predicted)
Density: 1.329
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 4.80±0.10(Predicted)
color: White to Almost white
InChI: InChI=1S/C12H15NO4/c14-10-5-6-11(15)13(10)7-8-1-3-9(4-2-8)12(16)17/h5-6,8-9H,1-4,7H2,(H,16,17)/t8-,9-
InChIKey: LQILVUYCDHSGEU-KYZUINATSA-N
SMILES: [C@@H]1(C(O)=O)CC[C@@H](CN2C(=O)C=CC2=O)CC1
CAS DataBase Reference: 69907-67-1

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Safety

HS Code: 2928009090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical

Product number: M3219
Product name: trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid
Packaging: 1G
Price: $154
Updated: 2025/07/31

TCI Chemical

Product number: M3219
Product name: trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid
Packaging: 5G
Price: $538
Updated: 2025/07/31

Apolloscientific

Product number: BIBP1059
Product name: Mal-AMCHC
Purity: >99%
Packaging: 5g
Price: $620
Updated: 2021/12/16

Apolloscientific

Product number: BIBP1059
Product name: Mal-AMCHC
Purity: >99%
Packaging: 1g
Price: $185
Updated: 2021/12/16

Apolloscientific

Product number: BIBP1059
Product name: Mal-AMCHC
Purity: >99%
Packaging: 500mg
Price: $111
Updated: 2021/12/16

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Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Chemical Properties,Usage,Production

Description

Trans-4-(Maleimidomethyl) cyclohexanecarboxylic Acid is a kind of carboxylate, being well known for its N-hydroxysuccinimide ester derivative (SMCC), which is a useful cross-linking reagent. SMCC is widely used for the generation of stable maleimide-activated carrier proteins, enzyme immunoconjugates and hapten carrier molecule conjugates. It can be used for the coupling of a peptide to an amino group.

Synthesis

953817-12-4

69907-67-1

Step B: Maleamic acid (36.8 g, 144 mmol) and sodium acetate (13.6 g, 165 mmol) prepared in Step A were dissolved in acetic anhydride (368 mL), and the mixture was transferred to a sealed glass reaction vessel and heated to react for 3 hours at 120 °C. Upon completion of the reaction, the cooled black slurry reaction mixture was slowly poured into water (3 L), stirred thoroughly and extracted with dichloromethane. The organic layers were combined, dried with anhydrous sodium sulfate, filtered through a sintered glass funnel, and the filtrate was evaporated to dryness and dried under high vacuum to afford the target product trans-4-(maleimidomethyl)cyclohexanecarboxylic acid as a yellow solid (7.00 g, 20% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 6.73 (s, 2H), 3.40 (d, 2H, J = 7 Hz), 2.28 (m, 1H), 2.06 (m, 2H), 1.75 (m, 3H), 1.42 (m, 2H), 1.03 (m, 2H).

References

https://www.aatbio.com/products/smcc-4-n-maleimidomethyl-cyclohexanecarboxylic-acid-n-hydroxysuccinimide-ester-cas-64987-85-5
http://www.sigmaaldrich.com/catalog/product/sigma/m5525?lang=en&region=US
Zhang, Hongyan, et al. "Antifreeze protein detection using Rhodamine B as photoluminescence label inporous silicon." Current Applied Physics13.4(2013):736-742.

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid manufacturers

Career Henan Chemical Co

Product: Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid 69907-67-1
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2019-12-30

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69907-67-1

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