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Merck
CN

96085

Z-Dap-OH

≥98.0% (NT)

Synonym(s):

Nα-Z-L-2,3-Diaminopropionic acid, Z-Dpr-OH

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About This Item

Linear Formula:
H2NCH2CH(NHCO2CH2C6H5)CO2H
CAS Number:
35761-26-3
Molecular Weight:
238.24
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
57653741
MDL number:
MFCD00237345
Beilstein/REAXYS Number:
4486950

Key Documents

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Product Name

Z-Dap-OH, ≥98.0% (NT)

InChI

1S/C11H14N2O4/c12-6-9(10(14)15)13-11(16)17-7-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,16)(H,14,15)/t9-/m0/s1

SMILES string

NC[C@H](NC(=O)OCc1ccccc1)C(O)=O

InChI key

FOXRXVSTFGNURG-VIFPVBQESA-N

assay

≥98.0% (NT)

form

crystals

optical activity

[α]20/D −39±1°, c = 1% in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

~240 °C (dec.)

application(s)

peptide synthesis

Other Notes

Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
49278/1
47465/1
047465/1
46003/1
046003/1

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C. Mendre et al.
Tetrahedron Letters, 35, 5429-5429 (1994)
Y. Funabashi et al.
Tetrahedron, 49, 13-13 (1993)
S Shinagawa et al.
Journal of medicinal chemistry, 30(8), 1458-1463 (1987-08-01)
Emericedins A, B, and C, new betaines having inhibitory activity of long chain fatty acid oxidation, were isolated from the culture broth of Emericella quadrilineata IFO 5859. Their structures were determined by spectroscopic analyses as (R)-3-(acylamino)-4-(trimethylammonio)butyrate (acyl: A, acetyl; B

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