SynPhase Lanterns - a modular solid phase platform as an alternative to resins
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- Purity: 70-95
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Keywords
peptide modular solid phase
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- Application:modular solid phase
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SynPhase Lanterns - a modular solid phase platform as an alternative to resins
Characteristics of Ideal Solid Phase
1.Equivalent Reactivity of Functional Groups
approach solution phase conditions
2.Physicochemical Compatibility
with compounds being synthesized
with polar and non-polar solvents
3.Good Mechanical Properties
under wide range of solvent, temperature and pressures
Details:
SynPhase Lanterns - a modular solid phase platform as an alternative to resins
Characteristics of Ideal Solid Phase
1.Equivalent Reactivity of Functional Groups
approach solution phase conditions
2.Physicochemical Compatibility
with compounds being synthesized
with polar and non-polar solvents
3.Good Mechanical Properties
under wide range of solvent, temperature and pressures
Why Solid Phase Synthesis?
1.Simplifies parallel handling
2.Readily automated
3.Drive reactions to completion with excess reagent
4.Remove excess: reagents and
5.by-products by washing
Morphology of Solid Supports
Microporous gels
low cross-linked copolymers such as polystyrene (PS) , polyamides (PA), etc.
Macroporous or macroreticular resins
controlled-pore glass or highly cross-linked polystyrene.
Pellicular supports
composed of two layers
mobile accessible surface on a solid core material
eg. glass, PTFE (Polytetrafluoroethene),PP(polypropylene) or highly cross-linked PS
Lanterns:
Launched March 2000
Adopted as library synthesis platform by several big pharmaceutical companies
Polystyrene or Polyamide surface on polypropylene
Quantised solid phase
Can be used as Matrix Format or Direct sort format
Structure of Lantern Surface
Uniform 50 micron graft
High loading
Excellent kinetics
Temperature stability
(-80°C to 100°C )
Minimal swelling
Stable to agitation
SynPhaseTM technology used in Parallel mode
Lanterns (in white) fixed to stems (in blue) which are fixed to stem holder in 8x12 array format (96). This can now go into 96 well plate each having different reaction mixtures.
The Classic MultiPinTM Method
Simple handling
Convenient 8x12 array format
Detachable stems
Ideal for washes and simultaneous cleavage
Any chemistry carried out on Resins is transferable to Lanterns with minimum modification
Synthesis of peptide VQAAIDYING on Rink Lanterns using a CEM DISCOVER MICROWAVE UNIT
Solution A 1.46 g HBTU in 10 mL DMF
Solution B 0.8 g HOBT in 10 mL DMF
Coupling solution
AA Production solution 0.82 mL
Solution A 0.64 mL
Solution B 0.64 mL
NMM 0.064 mL
Fundamental differences between SynPhase™ Lanterns and Resins
Handling convenience
Rapid and uniform kinetics
Rapid washing
Broad applications
solid phase synthesis
parallel synthesis, tagged based techniques
solution phase synthesis
scavengers, catch and release, support bound reagents
Cost effective
| De-protection Conditions | Coupling Conditions | HPLC Purity | MS Purity |
| 20% Pip/DMF for 30 minutes at room temperature | Microwave cavity under 10W power/ 40 o C set temperature/ 100 psi pressure/ 5 minutes hold time | 60 | 58 |
| 20% Pip/DMF in Microwave cavity with power 15W/ 45 o C set temperature/ 100 psi pressure/ 5 minutes hold time. | Microwave cavity under 15W power/ 45 o C set temperature/ 100 psi pressure/5 minutes hold time. Last two AA (ie Q and V) coupled at 15W/ 55 o C. | 49 | 46 |
| 20% Pip/DMF for 30 minutes at room temperature | Room temperature for 2 hours | 38 | 41 |
| SynPhase Lantern Property | Advantages over resin |
| Surface polymer chain structure only requires solvent wetting (wicking effect) () | Transfer of reagents to reaction sites is faster Vigorous agitation is not required , |
| Low gelling tendency of the surface polymer | Easy removal of unreacted reagents and by-products |
| Modular design with defined loading | Does not require weighing |
| Macroscopic, modular support , | Easy manual handling No filtration Simple washing techniques No resin shattering No fines remaining on vessels Easily accommodates tags (colored, or radio frequency transponders) (,) Allows rapid reaction optimization |
| Each Lantern series has same loading per unit surface area and per unit working volume ( ) | Chemistry translates between L-, D- and A-Series Lanterns without re-optimization L-,D-,A- ,, |
| Closely controlled manufacturing process | Minimal batch to batch or within batch variation (refer to Question 5). , |
| Optimized surface and shape |
Loading per unit working volume similar to resin (0.15mmol/mL) (0.15mmol/mL) Uniform reaction rates Minimizes working volumes Rapid drainage of reagents Compatible with automated synthesizers |
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