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MilliporeSigma

33240

2,6-Diaminopimelic acid

≥95.0% (NT), for peptide synthesis

Synonym(s):

2,6-Diaminoheptanedioic acid

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$64.60

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$203.00

$64.60


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About This Item

Linear Formula:
HOOCCH(NH2)(CH2)3CH(NH2)COOH
CAS Number:
Molecular Weight:
190.20
Beilstein/REAXYS Number:
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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1 of 4

This Item
92591699381D1377
form

powder

form

powder

form

powder

form

powder

assay

≥95.0% (NT)

assay

≥95% (TLC)

assay

95% (CP)

assay

≥98% (TLC)

mp

~295 °C (dec.) (lit.)

mp

-

mp

295 °C (dec) (lit.)

mp

~295 °C (dec.) (lit.)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

200

reaction suitability

reaction type: solution phase peptide synthesis

reaction suitability

-

reaction suitability

-

reaction suitability

-

application(s)

peptide synthesis

application(s)

-

application(s)

-

application(s)

peptide synthesis

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
B R Hamaker et al.
Journal of pediatric gastroenterology and nutrition, 13(1), 59-66 (1991-07-01)
Metabolic balance studies were carried out in young children fed diets based on maize, amaranth, or cassava flours and in corresponding casein controls. Dietary fiber intakes were 22.2, 20.5, and 9.0 g/day for the maize, amaranth, and cassava groups, respectively.
Geun-Hye Lee et al.
International journal of systematic and evolutionary microbiology, 64(Pt 5), 1622-1628 (2014-02-04)
Two novel bacterial strains, GH2-4T and GH2-5, were isolated from mangrove soil near the seashore of Weno island in Chuuk state, Micronesia, and were characterized by a polyphasic approach. The two strains were strictly aerobic, Gram-staining-positive, motile, endospore-forming rods that
Hui-Jing Du et al.
International journal of systematic and evolutionary microbiology, 63(Pt 3), 1068-1072 (2012-06-19)
A Gram-stain-positive, rod-shaped actinobacterium, designated strain I10A-01402(T), was isolated from surface-sterilized roots of a medicinal plant, Perilla frutescens, collected in a suburb of Beijing, China. Chemotaxonomically, the strain contained ll-diaminopimelic acid as the diagnostic diamino acid and MK-8(H4) as the

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.

      Helpful?

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