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33240

Sigma-Aldrich

2,6-Diaminopimelic acid

≥95.0% (NT), for peptide synthesis

Synonym(s):

2,6-Diaminoheptanedioic acid

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About This Item

Linear Formula:
HOOCCH(NH2)(CH2)3CH(NH2)COOH
CAS Number:
Molecular Weight:
190.20
Beilstein:
1787719
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Product Name

2,6-Diaminopimelic acid, ≥95.0% (NT)

Quality Level

Assay

≥95.0% (NT)

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

~295 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC(CCCC(N)C(O)=O)C(O)=O

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

GMKMEZVLHJARHF-UHFFFAOYSA-N

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Application

2,6-Diaminopimelic acid (2,6-DAP) can be used as a building block in the synthesis of tripeptides [1], and γ-glutamyldiaminopimelic acid derivatives.[2]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A new stereocontrolled synthesis of uncommon tripeptides derived from 2, 6-diaminopimelic acid (2, 6-DAP)
Paradisi F, et al.
Tetrahedron Asymmetry, 12(23), 3319-3324 (2001)
Structure- activity relationships in nucleotide oligomerization domain 1 (Nod1) agonistic γ-glutamyldiaminopimelic acid derivatives
Agnihotri G, et al.
Journal of Medicinal Chemistry, 54(5), 1490-1510 (2011)
Peter Kämpfer et al.
International journal of systematic and evolutionary microbiology, 64(Pt 5), 1811-1816 (2014-02-22)
A Gram-staining-positive, aerobic, non-endospore forming organism, isolated as a seed endophyte (colonizing the internal healthy tissue of plant seed) of sweet corn (Zea mays), strain CSE-5610T, was studied for its taxonomic allocation. On the basis of 16S rRNA gene sequence
Sarah N Buss et al.
International journal of systematic and evolutionary microbiology, 63(Pt 11), 4087-4093 (2013-06-04)
A Gram-staining-positive, endospore-forming rod was isolated independently from clinical specimens in New York State, USA, once in 2009 and twice in 2011. The three isolates had identical 16S rRNA gene sequences and, based on their 16S rRNA gene sequence, are
Jian Zhang et al.
International journal of systematic and evolutionary microbiology, 63(Pt 5), 1776-1781 (2012-09-04)
A bacterial strain, designated D75(T), was isolated from the rhizosphere soil of Catalpa speciosa. Phylogenetic analysis based on the complete 16S rRNA gene sequence revealed that strain D75(T) was a member of the genus Paenibacillus. High levels of 16S rRNA

Questions

1–2 of 2 Questions  
  1. 商品番号33240の”2,6-ジアミノピメリン酸”の、立体構造に関して質問があります。 こちらアミノ基の立体構造が明記されておりませんが、商品番号92951のように立体構造が決定されておらず、様々な構造のパターンが混合しているという認識でよろしいでしょうか。ご回答宜しくお願いします。

    1 answer
    1. Yes. The 3D structure of Product 33240 is not determined and it is a mixture of various structural patterns.

      Helpful?

  2. Hello, How to dissolve 2,6 diamino pimelic acid? And what is the maximum conetration?

    1 answer
    1. 2,6-Diaminopimelic acid is a highly polar molecule, soluble in water or dilute acidic/basic solutions. It also has documented solubility in polar organic solvents such as methanol and DMSO. A documented maximum concentration is not available and would need to be determined experimentally for the chosen solvent/temperature.

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