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Merck

D1377

Sigma-Aldrich

2,6-Diaminopimelic acid

≥98% (TLC), suitable for thin layer chromatography (TLC)

Sinónimos:

2,6-Diaminoheptanedioic acid

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About This Item

Fórmula lineal:
HOOCCH(NH2)(CH2)3CH(NH2)COOH
Número de CAS:
Peso molecular:
190.20
Beilstein/REAXYS Number:
1787719
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

2,6-Diaminopimelic acid, ≥98% (TLC)

Quality Level

assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

color

white to off-white

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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General description

2,6-Diaminopimelic acid is produced in bacteria and is a component of cell wall. It is also synthesized by higher plants.

Application

2,6-Diaminopimelic acid (DAP) has been used:
  • as a supplement in glucose minimal media for screening Bacillus subtilis(44)
  • as a component of lysogeny broth (LB) agar for screening E coli transformants(45)
  • as a standard in thin layer chromatography for the characterization of DAP isoforms from Streptomyces strains(46)

Biochem/physiol Actions

2,6-Diaminopimelic acid is essential for microbial metabolism and is a potential marker for quantification of microbial proteins. It is a sensitive and reliable marker and is majorly quantified using gradient high-performance liquid chromatography (HPLC).

Other Notes

Mixture of LL-, DD- and meso-isomers.

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Construction and Analysis of Two Genome-Scale Deletion Libraries for Bacillus subtilis
Byoung-MoKoo
Cell Systems, 4, 291-305 (2017)
Determination of 2, 6-diaminopimelic acid in bacteria, ruminal and duodenal digesta using HPLC with fluorescence or UV detection
Czauderna M and Kowalczyk J
Journal of Animal and feed sciences, 8(5), 273-288 (1999)
The Structure and Function of the Membranes and Surfaces of Cells, 22, 77-77 (1963)
2, 6-Diaminopimelic acid (DAPA) in microbial protein quantification of heifers fed different forage sources
Couto Filho CCC, et al.
Revista Brasileira de Zootecnia, 44(5), 180-186 (2015)
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.

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