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96085

Sigma-Aldrich

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
Beilstein:
4486950
MDL number:
MFCD00237345
UNSPSC Code:
12352200
PubChem Substance ID:
57653741
NACRES:
NA.22

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

SMILES string

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

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

InChI key

FOXRXVSTFGNURG-VIFPVBQESA-N

Other Notes

Important building block for the synthesis of peptides containing DAP residues, e.g. bleomycins, edeines, tuberactinomycins[1][2][3]

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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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)
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
Y. Funabashi et al.
Tetrahedron, 49, 13-13 (1993)

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