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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
Molecular Weight:
237.25
MDL Number:
MFCD11519178
MOL File:
69907-67-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:13:20
Product description Number Pack Size Price
trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid M3219 1G $123
trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid M3219 5G $430
trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid FM54570 0.005kg $206.25
trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid FM54570 0.01kg $343.75
trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid FM54570 0.025kg $618.75
More product size

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Properties

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
FDA UNII 7CN76JAX09

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code  2928009090
NFPA 704
0
2 0

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M3219 trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid 69907-67-1 1G $123 2026-04-30 Buy
TCI Chemical M3219 trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid 69907-67-1 5G $430 2026-04-30 Buy
Biosynth FM54570 trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid 69907-67-1 0.005kg $206.25 2026-06-04 Buy
Biosynth FM54570 trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid 69907-67-1 0.01kg $343.75 2026-06-04 Buy
Biosynth FM54570 trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid 69907-67-1 0.025kg $618.75 2026-06-04 Buy
Product number Packaging Price Buy
M3219 1G $123 Buy
M3219 5G $430 Buy
FM54570 0.005kg $206.25 Buy
FM54570 0.01kg $343.75 Buy
FM54570 0.025kg $618.75 Buy

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Chemical Properties,Uses,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

Cyclohexanecarboxylic acid, 4-[[(3-carboxy-1-oxo-2-propen-1-yl)amino]methyl]-, trans-

953817-12-4

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid

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/m5525lang=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.

953817-12-4
69907-67-1
Synthesis of Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid from Cyclohexanecarboxylic acid, 4-[[(3-carboxy-1-oxo-2-propen-1-yl)amino]methyl]-, trans-

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid pictures 2019-12-31 Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid
69907-67-1
$6.60 1KG 97%-99% 1kg-1000kg Career Henan Chemical Co

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid Spectrum

69907-67-1(Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid)Related Search:

Trans-4-(Maleimidomethyl)cyclohexanecarboxylic Acid trans-4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic acid Cyclohexanecarboxylic acid, 4-[(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)Methyl]-, trans- trans-4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)Methyl)cyclohexanecarboxylic acid trans-4-(N-maleimidemethyl)cyclohexane-1-carboxylic acid trans-4-((2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl) (1R,4R)-4-((2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)METHYL)CYCLOHEXANECARBOXYLIC ACID trans-4-(N-Maleimidomethyl)cyclohexane-1-carboxylic Acid Mal-AMCHC 4-Maleimidomethylcyclohexanecaroboxylic acid trans-4-((2 5-Dioxo-2 5-dihydro-1H-pyrrol-1-yl)methyl)cyclohexanecarboxylic acid trans-4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexanecarboxylic acid 69907-67-1 769907-67-1 1