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
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
Safety
- HS Code
- 2928009090
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.
N-Bromosuccinimide Price
- Product number
- M3219
- Product name
- trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid
- Packaging
- 1G
- Price
- $154
- Updated
- 2025/07/31
- Product number
- M3219
- Product name
- trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid
- Packaging
- 5G
- Price
- $538
- Updated
- 2025/07/31
- Product number
- BIBP1059
- Product name
- Mal-AMCHC
- Purity
- >99%
- Packaging
- 5g
- Price
- $620
- Updated
- 2021/12/16
- Product number
- BIBP1059
- Product name
- Mal-AMCHC
- Purity
- >99%
- Packaging
- 1g
- Price
- $185
- Updated
- 2021/12/16
- Product number
- BIBP1059
- Product name
- Mal-AMCHC
- Purity
- >99%
- Packaging
- 500mg
- Price
- $111
- Updated
- 2021/12/16
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®ion=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
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View Lastest Price from Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid manufacturers
- 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