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Merck

15500

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:
3262-72-4
Molecular Weight:
205.21
NACRES:
NA.22
PubChem Substance ID:
57647375
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
221-867-3
MDL number:
MFCD00037243
Beilstein/REAXYS Number:
2212252

Key Documents

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Product Name

Boc-Ser-OH, ≥99.0% (T)

InChI key

FHOAKXBXYSJBGX-YFKPBYRVSA-N

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

SMILES string

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

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

Quality Level

100

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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.

General description

Boc-Ser-OH is an amino acid derivative.

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
BCCN6954
BCCJ9720
BCCB1375
BCBT6324
BCBH7971V

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Synthesis of cyclic peptides via O-N-acyl migration.
Lecaillon J, et al.
Tetrahedron Letters, 49(31), 4674-4676 (2008)
O García-Suárez et al.
Immunology, 94(2), 235-241 (1998-09-19)
Increasing evidence suggests that some members of the neurotrophic factor family of neurotrophins could be implicated in the regulation of immune responses. Neurotrophins, as well as their tyrosine kinase signal-transducing receptors (the so-called Trk neurotrophin receptors), have been detected in
Gema Villa-Fombuena et al.
Development (Cambridge, England), 148(18) (2021-08-10)
Drosophila female germline stem cells (GSCs) are found inside the cellular niche at the tip of the ovary. They undergo asymmetric divisions to renew the stem cell lineage and to produce sibling cystoblasts that will in turn enter differentiation. GSCs
The relationship between taste and primary structure of ?delicious peptide?(Lys-Gly-Asp-Glu-Glu-Ser-Leu-Ala) from beef soup.
Tamura M, et al.
Agricultural and Biological Chemistry, 53(2), 319-325 (1989)
Yutaka Matsubayashi et al.
Developmental cell, 54(1), 33-42 (2020-06-26)
The extracellular matrix (ECM) is a polymer network hypothesized to form a stable cellular scaffold. While the ECM can undergo acute remodeling during embryogenesis, it is experimentally difficult to determine whether basal turnover is also important. Most studies of homeostatic
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