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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:
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)

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 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

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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M Komai-Koma et al.
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The chemoattractant effect of soluble protein antigens for B cells from immunized mice was examined. Mice were immunized either via the footpad with ovalbumin (OVA) in complete Freund's adjuvant (CFA) or with CFA alone; or intraperitoneally with OVA incorporated in
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Biopolymers, 84(4), 414-420 (2006-03-02)
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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