Fmoc-D-Asn-OH

HCID 6992524

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Basic information

CAS: 108321-39-7
Standard SMILES: NC(=O)C[C@@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
InChIKey: YUGBZNJSGOBFOV-MRXNPFEDSA-N
Molecular formula: C19H18N2O5
Average molar mass: 354.4 g/mol
Monoisotopic mass: 354.12157168

Names & identifiers

Preferred name: Fmoc-D-Asn-OH
IUPAC: (2R)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
English name: Fmoc-D-Asparagine
Molecular formula: C19H18N2O5
Molecular weight: 354.36

Names & synonyms

Fmoc-D-Asn-OH108321-39-7DTXSID50426317RefChem:345581DTXCID30377151Fmoc-D-asparagineMFCD00062956Nalpha-Fmoc-D-asparagineNalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-asparagineM03353(2R)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acidHY-W009084

Show more names

FMOC-D-ASNFmoc-D-AsparagNα-Fmoc-D-asparagineN-α-Fmoc-D-asparagineNα-Fmoc-D-asparagine99%N-ALPHA-FMOC-D-ASPARAGINEFMOC-D-ASPARGINE extrapureN^a-FMoc-D-asparagine, 95%

FD21210AS-12711(((9H-Fluoren-9-yl)methoxy)carbonyl)-D-asparagineN-A-FMOC-D-ASPARAGINED-Asparagine, N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-SCHEMBL119451SCHEMBL29401991YUGBZNJSGOBFOV-MRXNPFEDSA-N

Database identifiers

CAS: 108321-39-7
PubChem CID: 6992524
DTXSID: DTXSID50426317
EC Number

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 119 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 5
Rotatable bonds: 7
Heavy atoms: 26
Formal charge: 0
Complexity: 530

Physicochemical properties

Melting point: 185 °C · ~185 °C (dec.)
alpha: 11.9 · 11.9 º (c=1%, DMF)
Boiling point: 678.6 · 678.6±55.0 °C(Predicted)
Density: 1.362 · 1.362±0.06 g/cm3(Predicted)
refractive index: 12 ° · 12 ° (C=1, DMF)
storage temp.: 2 · Sealed in dry,2-8°C
solubility: 1 % · Soluble in water or 1% acetic acid
pka: 3.68 · 3.68±0.10(Predicted)
form: powder to crystal
color: White to Almost white
optical activity: 20 · [α]20/D +11.9±1.5°, c = 1% in DMF
BRN: 8510210 · 8510210
Major Application: peptide synthesis
InChI: InChI=1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m1/s1
InChIKey

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
hs_code: 29242100
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c

Chemistry & industry

Applications · 1 item

UsesNα-Fmoc-D-asparagine is an N-Fmoc-protected form of D-Asparagine (A788990). D-Asparagine is an isomer of L-Asparagine (A790005) 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.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

江苏吉泰肽业科技有限公司18936337900 18936337900 · [email protected]

上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]

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Compound notes

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