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MilliporeSigma

15456

Boc-Lys-OH

≥99.0% (NT)

Synonym(s):

Nα-(tert-Butoxycarbonyl)-L-lysine, Nα-Boc-L-lysine

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About This Item

Linear Formula:
NH2(CH2)4CH(COOH)NHCOOC(CH3)3
CAS Number:
13734-28-6
Molecular Weight:
246.30
NACRES:
NA.22
MDL number:
MFCD00038203
Beilstein/REAXYS Number:
4252546
PubChem Substance ID:
57647439
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
237-303-4

Key Documents

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Product Name

Boc-Lys-OH, ≥99.0% (NT)

reaction suitability

reaction type: Boc solid-phase peptide synthesis

InChI key

DQUHYEDEGRNAFO-QMMMGPOBSA-N

InChI

1S/C11H22N2O4/c1-11(2,3)17-10(16)13-8(9(14)15)6-4-5-7-12/h8H,4-7,12H2,1-3H3,(H,13,16)(H,14,15)/t8-/m0/s1

SMILES string

CC(C)(C)OC(=O)N[C@@H](CCCCN)C(O)=O

assay

≥99.0% (NT)

form

solid

optical activity

[α]20/D +4.6±0.5°, c = 2% in H2O

mp

~205 °C (dec.) (lit.)

application(s)

peptide synthesis

Quality Level

200

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1 of 4

This Item
3596881513115435
Boc-Lys-OH ≥99.0% (NT)

Sigma-Aldrich

15456

Boc-Lys-OH

Boc-Lys-OH 99%

Sigma-Aldrich

359688

Boc-Lys-OH

Boc-Lys(Boc)-OSu ≥97.0% (calc. based on dry substance, C/N)

Sigma-Aldrich

15131

Boc-Lys(Boc)-OSu

Boc-Lys(Fmoc)-OH ≥99.0% (sum of enantiomers, TLC)

Sigma-Aldrich

15435

Boc-Lys(Fmoc)-OH

form

solid

form

solid

form

-

form

solid

assay

≥99.0% (NT)

assay

99%

assay

≥97.0% (calc. based on dry substance, C/N)

assay

≥99.0% (sum of enantiomers, TLC)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

optical activity

[α]20/D +4.6±0.5°, c = 2% in H2O

optical activity

[α]/D 4.1 to 5.1°, c = 2 in water

optical activity

[α]20/D −25.5±1.5°, c = 1% in DMF

optical activity

[α]20/D +3.3±0.5°, c = 1% in ethyl acetate

mp

~205 °C (dec.) (lit.)

mp

~205 °C (dec.) (lit.)

mp

-

mp

-

reaction suitability

reaction type: Boc solid-phase peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Application

Boc-Lys-OH is used as a building block to form peptides that have bioorthogonal reactive groups via boc protected solid phase synthesis. [1]

General description

Boc-Lys-OH also known as Nα-Boc-L-lysine, is an amino acid derivative of lysine which is used in solid phase peptide synthesis.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3631
BCCN0451
BCBX4422
BCCM4583
BCBT6840

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Building Blocks for the Construction of Bioorthogonally Reactive Peptides via Solid-Phase Peptide Synthesis
BM Zeglis
ChemistryOpen, 3, 48-53 (2014)
Mingqian Tan et al.
Pharmaceutical research, 31(6), 1469-1476 (2013-03-09)
To synthesize and evaluate a peptide targeted nanoglobular dual modal imaging agent specific to a cancer biomarker in tumor stroma for MRI and fluorescence visualization of prostate tumor in image-guided surgery. A peptide (CGLIIQKNEC, CLT1) targeted generation 2 nanoglobular (polylysine
Katherine A Miller et al.
Journal of bacteriology, 197(17), 2831-2839 (2015-06-24)
Salmonella enteric serovar Typhimurium, a major cause of food-borne illness, is capable of using a variety of carbon and nitrogen sources. Fructoselysine and glucoselysine are Maillard reaction products formed by the reaction of glucose or fructose, respectively, with the ε-amine
Griet Van Zeebroeck et al.
Nature chemical biology, 5(1), 45-52 (2008-12-09)
Transporter-related nutrient sensors, called transceptors, mediate nutrient activation of signaling pathways through the plasma membrane. The mechanism of action of transporting and nontransporting transceptors is unknown. We have screened 319 amino acid analogs to identify compounds that act on Gap1

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