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CAS RN: 163927-29-5 | Product Number: A5577

(R)-(-)-NBD-Py-NCS [=(R)-(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-nitro-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]


Purity: >98.0%(HPLC)
Synonyms:
  • (R)-(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-nitrobenzofurazan
  • (R)-(-)-4-(3-Isothiocyanatopyrrolidin-1-yl)-7-nitro-2,1,3-benzoxadiazole
Documents:
100MG
¥29,400
6   9   17  
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Product Number A5577
Purity / Analysis Method >98.0%(HPLC)
Grade Ace
Molecular Formula / Molecular Weight C__1__1H__9N__5O__3S = 291.29  
Physical State (20 deg.C) Solid
Storage Temperature 0-10°C
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive,Heat Sensitive
CAS RN 163927-29-5
PubChem Substance ID 87563194
MDL Number

MFCD02093434

Specifications
Appearance Orange to Brown powder to crystal
Purity(HPLC) min. 98.0 area%
Optical purity(LC) min. 99.0 ee%
Specific rotation [a]20/D -520 to -550 deg(C=0.2, CH3CN)
Effect test of HPLC derivatization Effective as labeling agent for DL-Valine, DL-Phenylalanine
Properties (reference)
Specific Rotation -535° (C=0.2,CH3CN)
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H302 + H332 : Harmful if swallowed or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H335 : May cause respiratory irritation.
Precautionary Statements P501 : Dispose of contents/ container to an approved waste disposal plant.
P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray.
P270 : Do not eat, drink or smoke when using this product.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.
P403 + P233 : Store in a well-ventilated place. Keep container tightly closed.
P405 : Store locked up.
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Application
HPLC Labeling Reagent for Chiral Amines

The compound 1 is an HPLC fluorescence labeling reagent for optical purity determination. This compound easily reacts with amino groups, which are directly linked to an asymmetric carbon atom, and produces diastereomers of thiourea. These diasteromers can be separated by reversed phase HPLC, and an excellent chromatogram can be obtained by fluorescence detection at the excitation and emission wavelengths of 488 nm and 590 nm, respectively.
Since both (R)- and (S)-isomers of the derivatization reagents are commercially available on the market, it is possible to change the elution order of the derivatized diastereomers by selecting either enantiomer of the derivatization reagent. Thus, an enantiomer of the aminocompound, whose existing quantity is very small, can be eluted out first and quantified with high precision. Moreover, there are reports for the application of these isomers to Edman Degradation.

Application example:
Add 10 µL of 5 mM HPLC labeling reagent 1 / acetonitrile solution in 10 µL of 1 mM amine / acetonitrile-H2O (1:1) solution (containing 2% triethylamine) to a vessel. Close the cap of the reaction vessel and incubate the mixture at 55 °C for 10 min. Then, add 480 µL of a mixture solution of 1 M acetic acid and acetonitrile-H2O (1:1) solution, and dilute this reactant mixture 10x by acetonitrile. Use 5 µL of this diluted solution as an HPLC sample solution.

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