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About This Item
Linear Formula:
(CH3)2CHCH2CH(COOH)NHCOOC(CH3)3 xH2O
Molecular Weight:
231.29 (anhydrous basis)
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
EC Number:
236-073-2
MDL number:
Quality Level
assay
≥99.0% (HPLC)
form
solid
optical activity
[α]20/D −25±0.5°, c = 2% in acetic acid
reaction suitability
reaction type: Boc solid-phase peptide synthesis, reaction type: C-H Activation, reagent type: ligand
reaction type: Peptide Synthesis
mp
85-90 °C
application(s)
peptide synthesis
functional group
amine, carboxylic acid
SMILES string
CC(C)C[C@H](NC(OC(C)(C)C)=O)C(O)=O
InChI
1S/C11H21NO4/c1-7(2)6-8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t8-/m0/s1
InChI key
MDXGYYOJGPFFJL-QMMMGPOBSA-N
Application
Boc-protected leucine (Boc-Leu-OH) can be used to generate combinatorial peptide libraries and also to synthesize peptide models to study structure-activity relationships.
Boc-Leu-OH (Boc-L-leucine) was used in the synthesis of a potent cytotoxin, PM-94128.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Masaru Enomoto et al.
The Journal of organic chemistry, 74(19), 7566-7569 (2009-09-03)
The enantioselective total synthesis of PM-94128, a potent cytotoxin of microbial origin, was accomplished by a concise nine-step sequence of reactions in 14% overall yield from N-Boc-l-leucine. The synthesis of Y-05460M-A, a one-carbon lower homologue of PM-94128, was also achieved
Screening of mixture combinatorial libraries for chiral selectors: a reciprocal chromatographic approach using enantiomeric libraries.
Wu Y, et al.
Analytical Chemistry, 71(9), 1688-1691 (1999)
Multicyclic polypeptide model compounds. 1. Synthesis of a tricyclic amphiphilic. alpha.-helical peptide using an oxime resin, segment-condensation approach.
Osapay G, et al.
Journal of the American Chemical Society, 112(16), 6046-6051 (1990)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 15450-25KG-R | 04061831828528 |
| 15450-5G-F | 04061832641508 |
| 15450-100G-F | 04061832641492 |
| 15450-1KG-R | 04061838741455 |
| 15450-25G-F | 04061838741462 |