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15500

Sigma-Aldrich

Boc-Ser-OH

≥99.0% (T), for peptide synthesis

Synonym(s):

N-(tert-Butoxycarbonyl)-L-serine, Boc-L-serine

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About This Item

Linear Formula:
HOCH2CH(COOH)NHCOOC(CH3)3
CAS Number:
Molecular Weight:
205.21
Beilstein/REAXYS Number:
2212252
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

Boc-Ser-OH, ≥99.0% (T)

Quality Level

assay

≥99.0% (T)

optical activity

[α]20/D −3.5±0.5°, c = 2% in acetic acid

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

91 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

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

InChI

1S/C8H15NO5/c1-8(2,3)14-7(13)9-5(4-10)6(11)12/h5,10H,4H2,1-3H3,(H,9,13)(H,11,12)/t5-/m0/s1

InChI key

FHOAKXBXYSJBGX-YFKPBYRVSA-N

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General description

Boc-Ser-OH is an amino acid derivative.

Application

Boc-Ser-OH may be used in the synthesis of the following:
  • 2-(N-Fmoc)-3-(N-Boc-N-methoxy)-diaminopropanoic acid (Fmoc: 9-fluorenylmethoxycarbonyl; Boc: t-butyloxycarbonyl)
  • Boc-Ser-Leu-OMe
  • cyclic peptide synthesis
  • benzylsulfonyl-D-Ser-Ser-4-amidinobenzylamide
Building block in peptide synthesis. Starting material for the synthesis of various α-amino acids via the β-lactone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Amino acids with N-alkylaminooxy side chains have proven effective for the rapid synthesis of neoglycopeptides. Chemoselective reaction of reducing sugars with peptides containing these amino acids provides glycoconjugates that are structurally similar to their natural counterparts. 2-(N-Fmoc)-3-(N-Boc-N-methoxy)-diaminopropanoic acid (Fmoc: 9-fluorenylmethoxycarbonyl;

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