Goutam Narayan Tumulu: Using a properly developed HPLC method, regioisomers surely can be resolved. The peaks should show different retention times. If the Orbitrap MS is properly setup for the developed HPLC method, then differences in fragmentation should also be observed for the separate peaks too (this requires a trained operator to adjust the MS settings to see changes in fragmentation of the different sub-groups).
*Please take the time to read up on how an Orbitrap MS detector operates and what how it is used in practice to qualitatively resolve different compounds. Learning how to research a question on your own is one of the most important skills you can learn (no need to post such a question on a web forum).
Not every regioisomers. For closely related structures you need MSn (Ion trap) or IMS (TWIMS, TIMS, SLIMS, DTIMS, FAIMS) before fragmentation. This is relevant to all MS-based identifications, including TOF, Orbitrap, and even low-res triple quads..
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