Nα-Boc-D-asparagine
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Nα-Boc-D-asparagine

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Nα-Boc-D-asparagine is an N-Boc-protected form of D-Asparagine. D-Asparagine is an isomer of L-Asparagine and is used by bacteria (such as Saccharomyces cerevisiae) as a sole nitrogen source for replication. L-Asparagine is also a competitive inhibitor of staphylococcal L-asparaginase and is used as a reagent to synthesize peptide antibiotics.

Category
BOC-Amino Acids
Catalog number
BAT-002938
CAS number
75647-01-7
Molecular Formula
C9H16N2O5
Molecular Weight
232.20
Nα-Boc-D-asparagine
IUPAC Name
(2R)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid
Synonyms
Boc-D-Asn-OH; Boc-(R)-2-aminosuccinic acid 4-amide monohydrate; (2R)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoic acid; Nalpha-Boc-D-asparagine; Boc-L-Asn-OH; Boc-D-asparagine; BOC-D-ASN
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.253 g/cm3
Melting Point
175-181 °C
Boiling Point
481.7 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C9H16N2O5/c1-9(2,3)16-8(15)11-5(7(13)14)4-6(10)12/h5H,4H2,1-3H3,(H2,10,12)(H,11,15)(H,13,14)/t5-/m1/s1
InChI Key
FYYSQDHBALBGHX-RXMQYKEDSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)N)C(=O)O
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