CAS 55750-53-3|6-Maleimidohexanoic acid|6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid|N-maleoyl-6-aminohexanoic acid|N-Maleoyl-6-aminocaproic acid|6-Maleimidocaproic acid|N-(5-Carboxypentyl)...

General Information

Structure

Molecular Formula

C₁₀H₁₃NO₄

Molecular Mass

211.21452

Exact Mass

211.0844579

Charge

InChI

InChI=1S/C10H13NO4/c12-8-5-6-9(13)11(8)7-3-1-2-4-10(14)15/h5-6H,1-4,7H2,(H,14,15)

InChIKey

WOJKKJKETHYEAC-UHFFFAOYSA-N

Canonic Smiles

OC(=O)CCCCCN1C(=O)C=CC1=O

Isomeric Smiles

C(=O)(CCCCCN1C(=O)C=CC1=O)O

Calculated Properties

JChem

Acid pKa

4.269142

H Acceptors

H Donor

LogD (pH = 5.5)

-0.7729127

LogD (pH = 7.4)

-2.5046744

Log P

0.48056772

Molar Refractivity

52.9891

Polarizability

20.07729

Polar Surface Area

74.68

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

N-maleoyl-6-aminohexanoic acid

Synonyms

6-Maleimidohexanoic acidN-Maleoyl-6-aminocaproic acid6-Maleimidocaproic acidN-(5-Carboxypentyl)maleimide6-Maleimidohexanoic acidε-MALEIMIDOCAPROIC ACID6-Maleimidocaproic Acidε-Maleimidohexanoic Acid6-Maleimidohexanoic AcidEMCA2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic Acidε-Maleimidocaproic Acid6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic AcidN-(5-Carboxy-n-pentyl)maleimide

IUPAC name

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid

Names and Identifiers

Registration numbers

MDL Number

CAS Number

Beilstein Number

PubChem SID

PubChem CID

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02155308

Purity: 98% min. Probe for thiol groups in membrane proteins

Sigma Aldrich

M8904

Application

• Probe for thiol groups (SH-groups) in membrane proteins

63176

Application

• Probe for thiol groups (SH-groups) in membrane proteins

TRC

M137950

A sulfhydryl reactive heterobifunctional crosslinking reagent. Widely used probe for introducing maleimides groups into biomolecules. A probe for thiol groups in proteins.Spacer Arm: 9.4 Angstroms

Molecule Details

References

PubChem Literature

From Data Sources

• Griffith, D.G., et al., FEBS Left., 134: 261, (1981).

• Griffith, D.G., et al.: FEBS Lett., 134, 261 (1981)

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

IUPAC Traditional name

N-maleoyl-6-aminohexanoic acid

Synonyms

IUPAC name

6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid

Registration numbers

MDL Number

CAS Number

Beilstein Number

PubChem SID

PubChem CID

Molecule Details

Purity: 98% min. Probe for thiol groups in membrane proteins

Sigma Aldrich

M8904

Application

• Probe for thiol groups (SH-groups) in membrane proteins

63176

Application

• Probe for thiol groups (SH-groups) in membrane proteins

TRC

M137950

A sulfhydryl reactive heterobifunctional crosslinking reagent. Widely used probe for introducing maleimides groups into biomolecules. A probe for thiol groups in proteins.Spacer Arm: 9.4 Angstroms

References

PubChem Literature

From Data Sources

• Griffith, D.G., et al., FEBS Left., 134: 261, (1981).

• Griffith, D.G., et al.: FEBS Lett., 134, 261 (1981)

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:69304