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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

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 , and γ-glutamyldiaminopimelic acid derivatives.

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)
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
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
Lilian Hor et al.
Biochimie, 95(10), 1949-1953 (2013-07-11)
DAP epimerase is the penultimate enzyme in the lysine biosynthesis pathway. The most versatile assay for DAP epimerase catalytic activity employs a coupled DAP epimerase-DAP dehydrogenase enzyme system with a commercial mixture of DAP isomers as substrate. DAP dehydrogenase converts

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