Chiral Technologies Development Ltd.Rumbach S. 7., Budapest, H-1075, Hungary

Phone: 36-1-352-2405 Fax: 36-1-413-6944

E-mail: chiroquest@chello.hu web: www.chiroquest.org

Chemically bonded 4-nitrophenyl-urea stationary phases

π-Select•high surface coverage

•fully endcapped

CD-Screen•optimized coverage, according to the size of cyclodextrin molecule

•free silanols

N+

O-

O

NH

OO

NHCH2CH2CH2

O

O Si

H-acceptor

H-donors

δ+

hydrophylic hydrophobic

DIMETHYL-PHTALATE

click on image for animation

CAFFEINE

click on image for animation

PHENOL

click on image for animation

min0 2 4 6 8 10 12 14 16 18

mAU

0

5

10

15

20 1

2

min0 2 4 6 8 10 12 14 16 18

mAU

0

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10

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20

25

12

π-Select

Conventional phenyl-column

Eluent: MeOH-water 30:701.: Phenol2.: Caffeine

k’=0.54

k’=0.25

Polar analytes

min0 2 4 6 8

mAU

0

2.5

5

7.5

10

12.5

15

17.5

20

2

3 4

1

min0 2 4 6 8

mAU

0

100

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400

500

600

700

800

1

2+3

4

π-Select

Conventional phenyl-column

Eluent: MeOH-water 60:401.: Dimethyl-phtalate; 2.: Diethyl-phtalate3.: Biphenyl 4.: o-Terphenyl

C: 4.7%

C: 7.0%

Apolar, aromatic analytes

*

Tyr-Pro-Phe-Atc-NH2

Eluent: 0.1% TFA in water-0.1% TFA in MeOH 75:25Atc-NH2: 2-amino-decaline-2-carboxylicacid

* : racemic amino acid

min0 2 4 6 8 10

mAU

0

20

40

60

80

100

1

2

3

4

Eluent: MeOH-0.1% H3PO4 60:40 0.8 ml/min pH: 2.61.: N-methyl-ephedrine; 2.: Athenolol3.: Pindolol; 4.: Sertraline

Diastereomer peptides

Basic drugs

Separation of Polinuclear Aromatic Hydrocarbons on Pi-Select column

S

S

1. Benzothiophene

4. Dibenzothiophene

7. Benzo[g,h,i]perylene

6. Benzo[a]pyrene

3. Fluoranthene

2. Fluorene 5. Pyrene

[min.]Time

0 1 2 3 4 5 6 7

[mV]

Vol

tage

0

200

400

600

800

TOH_MeOH_85_ism

1

2 3

6 7

[min.]Time

0 2 4 6 8

[mV]

Vol

tage

0

100

200

300

400

500

600

ToL_MeOH_70

12

4

35

methanol-water 85:15 methanol-water 75:25

Prostaglandine intermediate

min0 2.5 5 7.5 10 12.5 15 17.5 20

mAU

0

50

100

150

200

min0 2.5 5 7.5 10 12.5 15 17.5 20

mAU

-10

0

10

20

30

40

Plates: 16685

Asymmetry: 1,189

Plates : 5649

Asymmetry : 1,261

π-Select

LiChrosphere Si 60

Eluent: n-hexane - TBME 97:3

*

R

O

O O Si

COOCH3

cis and trans

R and S

1.: dehydroepiandrosterone2.: testosterone3.: androstenedione4.: pregnenolone5.: dehydroepiandrosterone-sulfate

O

CH3

CH3

O

H HH

H

Steroids in blood

Juvenile hormone (insecticide) geometrical isomers

CD-SCREEN

Inclusion complex with beta-cyclodextrin

click on image for animation

min2 4 6 8 10 12 14 16 18

V

30

35

40

45

50

55

60

65

70

ADC1 A, ADC1 (D:\TESZTEK\REPROD\CDT0218B\HPBCD351.D)

Hydroxypropyl-β-CDthe most likely candidate for incorporation into various drug formulations

2 4 6 8 10

50

100

150

200

250

300

350

β-CD

.

Nucleosil 120-7 NH2 column, normal phase

•solubility problems

•β-CD contamination is the last peak, the integration is difficult

•poor resolution of isomeric groups

CD-Screen column, reversed phase

•good solubility in the eluent

•β-CD contamination is the first peak, high accuracy analysis is possible

•detailed „fingerprint” chromatogram

β-CD

min10 20 30 40 50

Norm.

90

100

110

120

130

BC

D

Sto

p t

ime 1

2 m

in.

min5 10 15 20 25

mV

0

20

40

60

80

100

BC

D

Sto

p t

ime

, is

oc

rati

c

min2 4 6 8 10 12 14 16 18

V

20

30

40

50

60

BC

D

60 min.

20 min.

TNP: 1800/m

TNP: 32000/m

USP method for analysis of Hydroxypropylbetadex

Alternative method on CD-Screen column

min5 10 15

mV

150

200

250

300

350

400

Bomlástermékek

RAMEB

Randomly methylated β-CD

Degradation products

min2 4 6 8 10 12 14 16

mV

50

100

150

200

250

300

350

400

Randomly methylated α-CD

α-CD

-SelectDiametrically Different Retention Mechanism

Unique Selectivity

•Good alternative when current C18 fails to deliver•Diametrically different selectivity to other reversed phase columns•Embedded H-donor and H-acceptor groups•High retention of aromatics due to - interactions•Excellent shape-selectivity•100% water can be used as eluent, no collapse•High polarity reversed phase•A single column can be used in reversed and normal phase separations •Based on “B”-type, High Purity Silica, fully endcapped•Available with 3m and 5m particle size for analytical purpose, and 10m particle size for preparative applications.

For more information please visit our web pages: www.chiroquest.org