CAS 583-93-7

Diaminopimelic acid

Description:

Diaminopimelic acid (DAP) is an amino acid that plays a crucial role in the biosynthesis of peptidoglycan, a key component of bacterial cell walls. It exists in two stereoisomeric forms, L- and D- isomers, with the L-form being more prevalent in nature. DAP is characterized by the presence of two amino groups (-NH2) and a carboxylic acid group (-COOH) in its structure, which contributes to its basicity and reactivity. This compound is typically found in certain bacteria, particularly in the cell walls of Gram-negative bacteria, and is essential for their growth and survival. DAP can also be involved in various metabolic pathways and is a precursor for the synthesis of other important biomolecules. In terms of physical properties, it is generally a white crystalline solid that is soluble in water. Its unique structure and properties make it a significant compound in microbiology and biochemistry, particularly in studies related to antibiotic resistance and bacterial cell wall synthesis.

Formula: C₇H₁₄N₂O₄

InChI: InChI=1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)

InChI key: InChIKey=GMKMEZVLHJARHF-UHFFFAOYSA-N

SMILES: C(C(O)=O)(CCCC(C(O)=O)N)N

Synonyms:

• (2R,6R)-2,6-diammonioheptanedioate
• (2R,6S)-2,6-diaminoheptanedioic acid
• 2,6-Bis(azaniumyl)heptanedioate
• 2,6-Diaminoheptanedioic Acid
• Diaminopimelic acid
• Heptanedioic acid, 2,6-diamino-
• Nsc 45225
• α,α′-Diaminopimelic acid
• α,ε-Diaminopimelic acid
• 2,6-Diaminopimelic acid

2,6-Diaminopimelic Acid

CAS: 583-93-7

Formula: C₇H₁₄N₂O₄

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 190.20

Ref: 3B-D0112

2,6-Diaminopimelic acid, 96%

CAS: 583-93-7

2,6-Diaminopimelic acid is used as a constituent of proteoglycans. It is used as a component of bacterial cell wall. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The or

Formula: C₇H₁₄N₂O₄

Purity: 96%

Color and Shape: White to cream to pale brown, Powder and/or chunks

Molecular weight: 190.20

Ref: 02-B22391

2,6-Diaminopimelic acid

CAS: 583-93-7

A non-competitive inhibitor of aspartokinase I, corresponds to ε-carboxylysine.

Formula: C₇H₁₄N₂O₄

Purity: > 99%

Color and Shape: White

Molecular weight: 190.2

Ref: 01-4004244

2,6-Diaminoheptanedioic acid

CAS: 583-93-7

Formula: C₇H₁₄N₂O₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 190.1971

Ref: IN-DA0038MX

2,6-Diaminopimelic acid

CAS: 583-93-7

Formula: C₇H₁₄N₂O₄

Purity: (Titration) ≥ 96.0%

Color and Shape: White to pale brown powder

Molecular weight: 190.20

Ref: 7W-GM5205

2,6-Diaminoheptanedioic acid

CAS: 583-93-7

2,6-Diaminoheptanedioic acid

Purity: ≥98%

Molecular weight: 190.2g/mol

Ref: 54-BUP17507

2,6-Diaminoheptanedioic acid

CAS: 583-93-7

2,6-Diaminoheptanedioic acid

Purity: 98%

Color and Shape: Solid

Molecular weight: 190.20g/mol

Ref: 54-OR480250

2,6-Diaminoheptanedioic acid

CAS: 583-93-7

Diaminopimelic acid or DAPA is a lysine-like amino acid derivative that is a key component of the bacterial cell wall.

Formula: C₇H₁₄N₂O₄

Purity: 99.79% - 99.95%

Color and Shape: Solid

Molecular weight: 190.2

Ref: TM-T4889

2,6-Diaminopimelic Acid

Controlled Product

CAS: 583-93-7

Applications 2,6-Diaminopimelic Acid is useful in biological studies involving amino acids and amino sugars as molecular indicators of the origins of organic matter in buried tephra soils.
References Hobara, S., et al.: Geoderma, 373, 114449 (2020)

Formula: C₇H₁₄N₂O₄

Color and Shape: Neat

Molecular weight: 190.20

Ref: TR-D415210

2,6-Diaminopimelic acid

CAS: 583-93-7

2,6-Diaminopimelic acid is a peptide that has been shown to have antimicrobial activity. This compound binds to the Toll-like receptor 2 and causes cell lysis by disrupting the membrane. In vitro assays show that 2,6-diaminopimelic acid is active against high resistance Gram-positive bacteria such as penicillin-resistant Staphylococcus aureus, methicillin resistant Staphylococcus aureus (MRSA), Streptococcus pneumoniae, and Enterococcus faecalis. 2,6-Diaminopimelic acid also inhibits the growth of Gram-negative bacteria such as Escherichia coli and Salmonella enterica serovar Typhi. The mechanism of action is not well understood but may be due to its ability to chelate metal ions or inhibit penicillin binding proteins in the bacterial cell wall.

Formula: C₇H₁₄N₂O₄

Color and Shape: White Powder

Molecular weight: 190.2 g/mol

Ref: 3D-FD10658

2,6-Diaminopimelic acid, mixture of Isomers

CAS: 583-93-7

2,6-Diaminopimelic acid is a high quality reagent that is used in the manufacture of many complex compounds and fine chemicals. This compound can be used as an intermediate, a building block, or a reaction component. 2,6-Diaminopimelic acid is useful in research because it is versatile and can be used to make many different types of chemicals. It has a CAS number of 583-93-7 and can be found on the list of speciality chemicals.

Formula: C₇H₁₄N₂O₄

Molecular weight: 190.20 g/mol

Ref: 3D-D-1300

2,6-Diaminoheptanedioic acid

CAS: 583-93-7

Formula: C₇H₁₄N₂O₄

Purity: 95%

Color and Shape: Solid

Molecular weight: 190.199

Ref: 10-F237118