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33240

Sigma-Aldrich

2,6-Diaminopimelic acid

≥95.0% (NT), for peptide synthesis

Sinónimos:

2,6-Diaminoheptanedioic acid

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About This Item

Fórmula lineal:
HOOCCH(NH2)(CH2)3CH(NH2)COOH
Número de CAS:
583-93-7
Peso molecular:
190.20
Beilstein/REAXYS Number:
1787719
EC Number:
209-524-6
MDL number:
MFCD00002637
UNSPSC Code:
12352103
PubChem Substance ID:
57648750
NACRES:
NA.22

product name

2,6-Diaminopimelic acid, ≥95.0% (NT)

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
GHS07

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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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)
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)
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
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
Soji Iida et al.
International journal of systematic and evolutionary microbiology, 55(Pt 5), 1871-1876 (2005-09-17)
The taxonomic positions of two clinically isolated actinomycetes were established using a polyphasic approach. The two strains, IFM 10032(T), isolated from ear discharge of a 28-year-old Japanese female patient with external otitis, and IFM 10148, isolated from pleural fluid of
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