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Key Documents

15541

Sigma-Aldrich

Boc-Lys(Z)-OSu

Synonym(s):

Nα-Boc-Nε-Cbz-L-lysine N-hydroxysuccinimide ester, Nα-Boc-Nε-Z-L-lysine hydroxysuccinimide ester, Nε-Z-Nα-Boc-L-lysine hydroxysuccinimide ester

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About This Item

Empirical Formula (Hill Notation):
C23H31N3O8
CAS Number:
Molecular Weight:
477.51
Beilstein:
1559393
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

optical activity

[α]20/D -21.0±1.5°, c = 2% in dioxane

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

110-120 °C

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)ON2C(=O)CCC2=O

InChI

1S/C23H31N3O8/c1-23(2,3)33-22(31)25-17(20(29)34-26-18(27)12-13-19(26)28)11-7-8-14-24-21(30)32-15-16-9-5-4-6-10-16/h4-6,9-10,17H,7-8,11-15H2,1-3H3,(H,24,30)(H,25,31)/t17-/m0/s1

InChI key

YWLICOCXPNQJPC-KRWDZBQOSA-N

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Application

Reactant involved in:
  • Cellular labeling and tumor MRI as a bimodal lipidic contrast agent
  • Synthesis of improved peptide prodrugs 5-ALA for photodynamic therapy
  • Design of high affinity peptide conjugates as markers for small peptide transporter PEPT1 (SLC15A1)
  • Preparation of human growth hormone derivatives containing PEG groups
  • Enantiodivergent asymmetric cyclization
  • Solid-phase synthesis of peptide-cationic steroid conjugates for antibacterial screening

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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